940-11-4 (4-甲氧基-N-甲基-N-亚硝基苯胺,4-methoxy-N-methyl-N-nitrosoaniline)

快速询单

结构式：

4-甲氧基-N-甲基-N-亚硝基苯胺MOL文件

CAS号：

940-11-4

中文名称：

4-甲氧基-N-甲基-N-亚硝基苯胺

英文名称：

4-methoxy-N-methyl-N-nitrosoaniline

分子式：

C₈H₁₀N₂O₂

分子量：

166.177201747894

API：

Apixaban

4-甲氧基-N-甲基-N-亚硝基苯胺(940-11-4)名称与标识符

名称

英文别名：

4-methoxy-N-methyl-N-nitrosoaniline;N-(4-methoxyphenyl)-N-methylnitrous amide;4-Methoxy-N-methyl-N-nitrosobenzenamine (ACI);p-Anisidine, N-methyl-N-nitroso- (6CI, 7CI, 8CI);(4-Methoxyphenyl)methyl(nitroso)amine;4-Methoxy-N-nitroso-N-methylaniline;Methyl(4-methoxyphenyl)nitrosamine;N-Methyl-p-methoxy-N-nitrosoaniline;N-Nitroso-N-methyl-p-anisidine;p-Methoxy-N-methyl-N-nitrosoaniline;p-Methoxy-N-nitroso-N-methylaniline;

标识符

MDL：

MFCD00464098

InChIKey：

KGZKEAKAKSKGAA-UHFFFAOYSA-N

Inchi：

1S/C8H10N2O2/c1-10(9-11)7-3-5-8(12-2)6-4-7/h3-6H,1-2H3

SMILES：

O=NN(C)C1C=CC(OC)=CC=1

4-甲氧基-N-甲基-N-亚硝基苯胺(940-11-4)物化性质

计算特性

精确分子量 : 166.074227566g/mol
氢键供体数量 : 0
氢键受体数量 : 4
可旋转化学键数量 : 2
同位素质量 : 166.074227566g/mol
重原子数量 : 12
复杂度 : 144
同位素原子数量 : 0
确定原子立构中心数量 : 0
不确定原子立构中心数量 : 0
确定化学键立构中心数量 : 0
不确定化学键立构中心数量 : 0
共价键单元数量 : 1
疏水参数计算参考值（XlogP） : 1.7
拓扑分子极性表面积 : 41.9Å²

4-甲氧基-N-甲基-N-亚硝基苯胺(940-11-4)推荐厂家更多厂家(5)

公司名称	手机号/电话	联系人	QQ	询单
上海楷森生物科技有限公司	17558870519 175-58870519	赵经理	3003926540	询单
上海楷森生物科技有限公司	17558870519 175-58870519	赵经理	3003926540	询单
上海楷森生物科技有限公司	17558870519 175-58870519	赵经理	3003926540	询单
深圳振强生物技术有限公司	13670046396 86-755-66853366	颜经理	2851296953	询单
上海柯维化学技术有限公司	18901607656 021-64609169	白荷	3428632096	询单

4-甲氧基-N-甲基-N-亚硝基苯胺(940-11-4)合成路线

合成路线：1 步

5961-59-1

_100%

940-11-4

反应条件：

1.1 Reagents: Sodium nitrite , Hydrochloric acid Solvents: Water ; 1 h, 0 - 3 °C

参考文献：

Simple synthesis of racemic pyrrolo[2,3-b]indoles: formal total synthesis of (±)-physostigmine

Tsuji, Riichiro; Nakagawa, Masako; Nishida, Atsushi, Heterocycles, 2002, 58, 587-593

合成路线：1 步

5961-59-1

_94%

940-11-4

反应条件：

1.1 Reagents: tert-Butyl nitrite Solvents: Tetrahydrofuran ; 2 d, rt

参考文献：

Holistic approach to anti-knock agents: A high-throughput screening of aniline-like compounds

Viayna, Antonio; Ghashghaei, Ouldouz; Vilchez, David; Estarellas, Carolina; Lopez, Manuel; et al, Fuel, 2021, 305,

合成路线：1 步

5961-59-1

_94%

940-11-4

反应条件：

1.1 Reagents: Sodium nitrite , Hydrochloric acid Solvents: Tetrahydrofuran , Water ; 40 min, cooled

参考文献：

Structures of Reactive Nitrenium Ions: Time-Resolved Infrared Laser Flash Photolysis and Computational Studies of Substituted N-Methyl-N-arylnitrenium Ions

Srivastava, Sanjay; Ruane, Patrick H.; Toscano, John P.; Sullivan, Michael B.; Cramer, Christopher J.; et al, Journal of the American Chemical Society, 2000, 122(34), 8271-8278

合成路线：1 步

132931-81-8

5961-59-1

_93%

940-11-4

反应条件：

1.1 Solvents: Carbon tetrachloride

参考文献：

Transnitrosation by N-aryl-N-nitrosoureas; NO-carrying O-nitrosoisourea

Tanno, Masayuki; Sueyoshi, Shoko; Miyata, Naoki, Chemical & Pharmaceutical Bulletin, 1994, 42(9), 1760-7

合成路线：1 步

5961-59-1

_92%

940-11-4

反应条件：

1.1 Reagents: Sodium nitrite , Hydrochloric acid Solvents: Water ; 5 - 10 min, < 10 °C; 1 h, < 10 °C

参考文献：

Rhodium(III)-Catalyzed N-Nitroso-Directed C-H Olefination of Arenes. High-Yield, Versatile Coupling under Mild Conditions

Liu, Baoqing; Fan, Yang; Gao, Yang; Sun, Chao; Xu, Cheng; et al, Journal of the American Chemical Society, 2013, 135(1), 468-473

合成路线：1 步

5961-59-1

_83%

940-11-4

反应条件：

1.1 Reagents: Hydrochloric acid Solvents: Acetonitrile , Water ; 0 °C; 0.5 h, 0 °C
1.2 Reagents: Sodium nitrite Solvents: Water ; 10 min, 0 °C; 1 h, 0 °C

参考文献：

Traceless Directing Strategy: Efficient Synthesis of N-Alkyl Indoles via Redox-Neutral C-H Activation

Wang, Chengming; Huang, Yong, Organic Letters, 2013, 15(20), 5294-5297

合成路线：1 步

5961-59-1

_80%

940-11-4

反应条件：

1.1 Catalysts: Hydrochloric acid Solvents: Acetonitrile , Water ; 30 min, 0 °C
1.2 Reagents: Sodium nitrite Solvents: Water ; 10 min, 0 °C

参考文献：

Rapid Access to Polysubstituted Tetrahydrocarbazol-4-ones via Sequential Selective C-H Functionalization from N-Nitrosoanilines

Li, Chan; Yang, Yanchen; Fang, Feifei; Liu, Chaoyi; Li, Chunpu; et al, Chinese Journal of Chemistry, 2023, 41(16), 1957-1962

合成路线：1 步

701-56-4

_77%

940-11-4

反应条件：

1.1 Reagents: Nitromethane , 1,8-Diazabicyclo[5.4.0]undec-7-ene , Oxygen Catalysts: Copper(II) triflate
1.2 19 h, 90 °C

参考文献：

Copper(II)-catalyzed oxidative N-nitrosation of secondary and tertiary amines with nitromethane under an oxygen atmosphere

Sakai, Norio; Sasaki, Minoru; Ogiwara, Yohei, Chemical Communications (Cambridge, 2015, 51(58), 11638-11641

合成路线：1 步

701-56-4

_75%

940-11-4

反应条件：

1.1 Reagents: Nitromethane , 1,8-Diazabicyclo[5.4.0]undec-7-ene , Potassium persulfate ; 10 min, rt
1.2 2 h, 60 °C

参考文献：

Potassium Persulfate-promoted N-nitrosation of Secondary and Tertiary Amines with Nitromethane under Mild Conditions

Azeez, Sadaf; Chaudhary, Priyanka; Sureshbabu, Popuri; Sabiah, Shahulhameed; Kandasamy, Jeyakumar, Asian Journal of Organic Chemistry, 2018, 7(10), 2113-2119

合成路线：1 步

5961-59-1

940-11-4

反应条件：

1.1 Reagents: Sodium nitrite , Hydrochloric acid Solvents: Water ; 0 °C; 2 h, rt

参考文献：

Rh(III)-Catalyzed Direct C-H Cyclization of N-Nitrosoanilines with 1,3-Dicarbonyl Compounds: A Route to Tetrahydrocarbazol-4-ones

Jiao, Liulin; Zhang, Bo; Qu, Bohong; Zhai, Ruirui; Chen, Xun, Journal of Organic Chemistry, 2023, 88(15), 10662-10669

合成路线：1 步

5961-59-1

940-11-4

反应条件：

1.1 Reagents: Sodium nitrite , Hydrochloric acid Solvents: Water ; 10 min, 0 °C; 1.5 h, 0 °C

参考文献：

Condition-Controlled Selective Synthesis of Pyranone-Tethered Indazoles or Carbazoles through the Cascade Reactions of N-Nitrosoanilines with Iodonium Ylides

Wang, Kelin; Song, Xia; Xin, Yongdi; Zhang, Xinying ; Fan, Xuesen, Organic Letters, 2023, 25(24), 4422-4428

合成路线：1 步

5961-59-1

940-11-4

反应条件：

1.1 Reagents: Hydrochloric acid Solvents: Acetonitrile , Water ; 0 °C; 0.5 h, 0 °C
1.2 Reagents: Sodium nitrite Solvents: Water ; 10 min; 1 h

参考文献：

Electrochemically mediated decarboxylative acylation of N-nitrosoanilines with α-oxocarboxylic acids

Wang, Xinyu; Wu, Shihong; Zhong, Yujing; Wang, Yingchun; Pan, Yingming; et al, Chinese Chemical Letters, 2023, 34(2),

合成路线：1 步

5961-59-1

940-11-4

反应条件：

1.1 Reagents: Sodium nitrite , Hydrochloric acid , Water Solvents: Acetonitrile ; 5 - 10 min, 0 °C; 1 h, 0 °C

参考文献：

Expedient delivery of quinolinone drugs via a traceless N-nitroso enabled oxidative Heck/amidation cascade

Li, Zhongyuan; Chen, Xiaojian; Zhong, Hulin; Lin, Yitong; Gao, Yang; et al, Chemical Communications (Cambridge, 2022, 58(100), 13959-13962

合成路线：1 步

5961-59-1

940-11-4

反应条件：

1.1 Reagents: Sodium nitrite Solvents: Acetic acid , Water ; 2 h, 0 °C

参考文献：

Rh(III)-Catalyzed C-H Functionalization of N-Nitrosoanilines with α-Sulfonylcarbenes

Peng, Rui-jun; Chen, Lei; Zhang, Xue-jing ; Yan, Ming, Advanced Synthesis & Catalysis, 2022, 364(20), 3567-3572

合成路线：1 步

5961-59-1

940-11-4

反应条件：

1.1 Reagents: Sodium nitrite , Hydrochloric acid Solvents: Acetonitrile , Water ; 5 - 10 min, 0 °C; 1 h, 0 °C

参考文献：

Modular construction of functionalized anilines via switchable C-H and N-alkylations of traceless N-nitroso anilines with olefins

Ouyang, Wensen; Liu, Bairong; He, Yi; Wen, Yanmei; Gao, Yang; et al, Organic Chemistry Frontiers, 2022, 9(10), 2746-2752

合成路线：1 步

5961-59-1

940-11-4

反应条件：

1.1 Reagents: Hydrochloric acid Solvents: Acetonitrile , Water ; 0 °C; 0.5 h, 0 °C
1.2 Reagents: Sodium nitrite Solvents: Water ; 10 min, 0 °C; 1 h, 0 °C

参考文献：

Rhodium-catalyzed tandem acylmethylation/annulation of N-nitrosoanilines with sulfoxonium ylides for the synthesis of substituted indazole N-oxides

Cui, Xin-Feng; Huang, Guo-Sheng, Organic & Biomolecular Chemistry, 2020, 18(21), 4014-4018

合成路线：1 步

5961-59-1

940-11-4

反应条件：

1.1 Reagents: Hydrochloric acid Solvents: Acetonitrile , Water ; 0 °C; 0.5 h, 0 °C
1.2 Reagents: Sodium nitrite Solvents: Water ; 10 min, 0 °C; 1 h, 0 °C

参考文献：

Rh(III)-catalyzed, hydrazine-directed C-H functionalization with 1-alkynylcyclobutanols: a new strategy for 1H-indazoles

Zhang, Lei; Chen, Junyu; Chen, Xiahe; Zheng, Xiangyun; Zhou, Jian; et al, Chemical Communications (Cambridge, 2020, 56(54), 7415-7418

合成路线：1 步

5961-59-1

940-11-4

反应条件：

1.1 Reagents: Hydrochloric acid Solvents: Acetonitrile , Water ; 0 °C; 30 min, 0 °C
1.2 Reagents: Sodium nitrite Solvents: Water ; 10 min, 0 °C; 1 h, 0 °C

参考文献：

Rhodium-catalyzed oxidative C-H/C-H cross-coupling of aniline with heteroarene: N-nitroso group enabled mild conditions

He, Shuang; Tan, Guangying; Luo, Anping; You, Jingsong, Chemical Communications (Cambridge, 2018, 54(56), 7794-7797

合成路线：1 步

5961-59-1

940-11-4

反应条件：

1.1 Reagents: Hydrochloric acid Solvents: Acetonitrile , Water ; 0 °C; 30 min, 0 °C
1.2 Reagents: Sodium nitrite Solvents: Water ; 10 min, 0 °C; 1 h, 0 °C

参考文献：

Rhodium(III)-Catalyzed Directed C-H Amidation of N-Nitrosoanilines and Subsequent Formation of 1,2-Disubstituted Benzimidazoles

Chen, Yanyu; Zhang, Rong; Peng, Qiujun; Xu, Lanting; Pan, XianHua, Chemistry - An Asian Journal, 2017, 12(21), 2804-2808

合成路线：1 步

5961-59-1

940-11-4

反应条件：

1.1 Reagents: Hydrochloric acid Solvents: Water ; 0 °C
1.2 Reagents: Sodium nitrite Solvents: Water ; 10 min, 0 °C; 1 h, 0 °C

参考文献：

The regioselective synthesis of 2-phosphinoylindoles via Rh(III)-catalyzed C-H activation

Wang, Huanan; Li, Shuaiqi; Wang, Baiquan; Li, Bin, Organic Chemistry Frontiers, 2018, 5(1), 88-91

4-甲氧基-N-甲基-N-亚硝基苯胺(940-11-4)相关文献

1. Transition-metal–carbon bonds. Part 46. Cyclopalladation and cycloplatination of N-alkyl-N-nitrosoanilines
Anthony G. Constable,Walter S. McDonald,Bernard L. Shaw J. Chem. Soc. Dalton Trans. 1980 2282
2. Transition-metal–carbon bonds. Part 46. Cyclopalladation and cycloplatination of N-alkyl-N-nitrosoanilines
Anthony G. Constable,Walter S. McDonald,Bernard L. Shaw J. Chem. Soc. Dalton Trans. 1980 2282
3. Structural studies on bio-active compounds. Part 3. Re-examination of the hydrolysis of the antimalarial drug pyrimethamine and related derivatives and crystal structure of a hydrolysis product
Roger J. Griffin,Carl H. Schwalbe,Malcolm F. G. Stevens,Kait P. Wong J. Chem. Soc. Perkin Trans. 1 1985 2267