HRID27029

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID7918

Acetic anhydride

C4H6O3

HCID19382815

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

C14H24N2

结构：CCN(CC)c1ccc(C(=O)c2c(Cl)c(Cl)c(Cl)c(Cl)c2C(=O)O)cc1

HCID19956611

未命名化合物

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)cc1

HCID54075756

未命名化合物

收率 61.6%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID887

Methanol

CH4O

2 次

CONDITIONS

反应条件

温度: 90 °C

PROCEDURE

实验过程

A mixture of 2-(4-(diethylamino)benzoyl)-3,4,5,6-tetrachlorobenzoic acid (8.70 g.), N,N,N',N'-tetraethyl-m-phenylenediamine (4.85 g.) and acetic anhydride (5 ml.) was heated (to 90° C.). Addition of methanol (10 ml.) and slurrying the resulting product with methanol (20 ml.) afforded 3-(2,4-bis(diethylamino)phenyl)-3-(4-(diethylamino)phenyl)-4,5,6,7-tetrachlorophthalide (I: X=Y4 =(CH3CH2)2N, Y2 =H, Z4 =Z5 =Z6 =Z7 =Cl) (7.85 g., m.p. 196°-197° C.).

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-0e1b4d6a5e7849f8a116e53f6702ef7e
来源数据集: uspto-grants-1980_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04220357
来源说明: uspto-grants-1980_09

反应 SMILES

[CH2:1]([N:3]([CH2:25][CH3:26])[C:4]1[CH:24]=[CH:23][C:7]([C:8]([C:10]2[C:18]([Cl:19])=[C:17]([Cl:20])[C:16]([Cl:21])=[C:15]([Cl:22])[C:11]=2[C:12]([OH:14])=[O:13])=O)=[CH:6][CH:5]=1)[CH3:2].[CH2:27]([N:29]([CH2:41][CH3:42])[C:30]1[CH:35]=[CH:34][CH:33]=[C:32]([N:36]([CH2:39][CH3:40])[CH2:37][CH3:38])[CH:31]=1)[CH3:28].C(OC(=O)C)(=O)C>CO>[CH2:39]([N:36]([CH2:37][CH3:38])[C:32]1[CH:31]=[C:30]([N:29]([CH2:41][CH3:42])[CH2:27][CH3:28])[CH:35]=[CH:34][C:33]=1[C:8]1([C:7]2[CH:23]=[CH:24][C:4]([N:3]([CH2:25][CH3:26])[CH2:1][CH3:2])=[CH:5][CH:6]=2)[C:10]2[C:11](=[C:15]([Cl:22])[C:16]([Cl:21])=[C:17]([Cl:20])[C:18]=2[Cl:19])[C:12](=[O:13])[O:14]1)[CH3:40]