HRID703141

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID313

Hydrochloric Acid

ClH

2 次

HCID1032

未命名化合物

HCID517045

Sodium Acetate

C2H3NaO2

HCID12522489

未命名化合物

结构：CCCCCCCCCCCCc1ccc(N)c([N+](=O)[O-])c1

HCID14122184

4-Dodecyl-2-nitroaniline

C18H30N2O2

HCID23668193

Sodium Nitrite

NNaO2

PRODUCTS

生成物

结构：CCCCCCCCCCCCc1ccc(N=Nc2ccc(N(C)CCC(=O)O)cc2)c([N+](=O)[O-])c1

HCID19823951

未命名化合物

收率 4%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID176

Acetic Acid

C2H4O2

溶剂HCID962

Water

H2O

CONDITIONS

反应条件

温度: 0 °C

PROCEDURE

实验过程

2-Nitro-4-dodecylaniline (3.06g) was dissolved in acetic acid (15ml) and propionic acid (15ml) and warmed whilst dilute hydrochloric acid (5ml) was added. The mixture was cooled to 0° C. and sodium nitrite (0.7g) was added at 0° C. The diazotised amine was then added to N-methyl-N-(2-carboxyethyl)aniline (1.79g) in water (100 ml) with dilute hydrochloric acid (3ml). Sodium acetate was added until colour developed and the mixture was stirred for 0.5 hours. The crude product was recrystallised from CH2Cl2 to give a red solid (0.2g).

WORKUP

后处理

additionwas added
customThe crude product was recrystallised from CH2Cl2

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-c70abf993c1b4ca2a0ca85884eece895
来源数据集: uspto-grants-1991_01
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04981612
来源说明: uspto-grants-1991_01

反应 SMILES

[N+:1]([C:4]1[CH:10]=[C:9]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[CH:8]=[CH:7][C:5]=1[NH2:6])([O-:3])=[O:2].C(O)(=O)CC.Cl.[N:29]([O-])=O.[Na+].[CH3:33][N:34]([CH2:41][CH2:42][C:43]([OH:45])=[O:44])[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1.C([O-])(=O)C.[Na+]>C(O)(=O)C.O>[N+:1]([C:4]1[CH:10]=[C:9]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[CH:8]=[CH:7][C:5]=1[N:6]=[N:29][C:38]1[CH:39]=[CH:40][C:35]([N:34]([CH3:33])[CH2:41][CH2:42][C:43]([OH:45])=[O:44])=[CH:36][CH:37]=1)([O-:3])=[O:2]