HRID839362

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：CCN(CC)c1ccc(C(=O)c2c(Cl)c(Cl)c(Cl)c(Cl)c2C(=O)O)c(C)c1

HCID104336

Benzoic acid, 2,3,4,5-tetrachloro-6-[4-(diethylamino)-2-methylbenzoyl]-

C19H17Cl4NO3

HCID19382815

N~1~,N~1~,N~3~,N~3~-Tetraethylbenzene-1,3-diamine

C14H24N2

PRODUCTS

生成物

结构：CCN(CC)c1ccc(C2(c3ccc(N(CC)CC)cc3N(CC)CC)OC(=O)c3c(Cl)c(Cl)c(Cl)c(Cl)c32)c(C)c1

HCID54382194

未命名化合物

收率 52.4%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID7918

Acetic anhydride

C4H6O3

PROCEDURE

实验过程

A mixture of 2-(2-methyl-4-(diethylamino)benzoyl)-3,4,5,6-tetrachlorobenzoic acid (44.9 g.), N,N,N',N'-tetraethyl-m-phenylenediamine (29.7 g.) and acetic anhydride (50 ml.) was heated (at 85°-90° C.) during 3 hours. The resulting crystalline product was washed with methanol, slurried in hot ethanol and washed again with methanol, affording 3-(2,4-bis(diethylamino)phenyl)-3-(2-methyl-4-(diethylamino)phenyl)-4,5,6,7-tetrachlorophthalide (I: X = Y4 = (CH3CH2)2N, Y2 = CH3, Z4 = Z5 = Z6 = Z7 = Cl) (34.1 g., m.p. 162°-164° C.).

WORKUP

后处理

temperaturewas heated (at 85°-90° C.) during 3 hours
washThe resulting crystalline product was washed with methanol
washwashed again with methanol

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-f560ecb0ab9447b0bd05961d9ab99300
来源数据集: uspto-grants-1978_06
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04094877
来源说明: uspto-grants-1978_06

反应 SMILES

[CH3:1][C:2]1[CH:22]=[C:21]([N:23]([CH2:26][CH3:27])[CH2:24][CH3:25])[CH:20]=[CH:19][C:3]=1[C:4]([C:6]1[C:14]([Cl:15])=[C:13]([Cl:16])[C:12]([Cl:17])=[C:11]([Cl:18])[C:7]=1[C:8]([OH:10])=[O:9])=O.[CH2:28]([N:30]([CH2:42][CH3:43])[C:31]1[CH:36]=[CH:35][CH:34]=[C:33]([N:37]([CH2:40][CH3:41])[CH2:38][CH3:39])[CH:32]=1)[CH3:29]>C(OC(=O)C)(=O)C>[CH2:38]([N:37]([CH2:40][CH3:41])[C:33]1[CH:32]=[C:31]([N:30]([CH2:28][CH3:29])[CH2:42][CH3:43])[CH:36]=[CH:35][C:34]=1[C:4]1([C:3]2[CH:19]=[CH:20][C:21]([N:23]([CH2:24][CH3:25])[CH2:26][CH3:27])=[CH:22][C:2]=2[CH3:1])[C:6]2[C:7](=[C:11]([Cl:18])[C:12]([Cl:17])=[C:13]([Cl:16])[C:14]=2[Cl:15])[C:8](=[O:9])[O:10]1)[CH3:39]