HRID126963

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID1140

Toluene

C7H8

HCID6101

4-Methylbenzenesulfonic acid

C7H8O3S

结构：CCCCCCCCCCCCCCCCNC(=O)c1cc(O)c2ccccc2c1O

HCID3089134

2-Naphthalenecarboxamide, N-hexadecyl-1,4-dihydroxy-

C27H41NO3

HCID21979976

未命名化合物

PRODUCTS

生成物

结构：CCCCCCCCCCCCCCCCNC(=O)c1cc(OCCS(C)(=O)=O)c2ccccc2c1O

HCID13643661

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID962

Water

H2O

PROCEDURE

实验过程

10 g (0.023 mol) of 1,4-dihydroxy-N-n-hexadecyl-2-naphthamide, 5.7 g (0.046 mol) of methylsulfonylethanol and 4.4 g (0.023 mol) of p-toluenesulfonic acid were added to 50 ml of dehydrated toluene. The mixture was refluxed with heating for 5 hours and the water produced was removed. Toluene was removed under reduced pressure. 100 ml of methanol was added to the mixture. The crystals thus deposited were collected by filtration to obtain 10.8 g (88%) of Coupler (2). Melting Point: 107° to 109° C. (recrystallized from methanol).

WORKUP

后处理

temperatureThe mixture was refluxed
temperaturewith heating for 5 hours
customwas removed
customToluene was removed under reduced pressure
addition100 ml of methanol was added to the mixture
filtrationThe crystals thus deposited were collected by filtration

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-0c77bb0b012e42618ef5473bf0aec8cb
来源数据集: uspto-grants-1981_03
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04254212
来源说明: uspto-grants-1981_03

反应 SMILES

[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([OH:12])=[CH:4][C:3]=1[C:13]([NH:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])=[O:14].[CH3:32][S:33]([CH:36](O)[CH3:37])(=[O:35])=[O:34].C1(C)C=CC(S(O)(=O)=O)=CC=1.C1(C)C=CC=CC=1>O>[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([O:12][CH2:37][CH2:36][S:33]([CH3:32])(=[O:35])=[O:34])=[CH:4][C:3]=1[C:13]([NH:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])=[O:14]