2-(4-Hydroxyphenyl)benzothiazole → HCID 20284645, compound

HRID 127643Notes

Reaction equation

HRID 127643 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][C:10]3[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=3[N:12]=2)=[CH:4][CH:3]=1.Br[CH2:18][CH2:19][O:20][C:21]1[CH:34]=[CH:33][C:24]([C:25]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[O:26])=[C:23]([OH:35])[CH:22]=1>>[S:9]1[C:10]2[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=2[N:12]=[C:8]1[C:5]1[CH:4]=[CH:3][C:2]([O:1][CH2:18][CH2:19][O:20][C:21]2[CH:34]=[CH:33][C:24]([C:25]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[O:26])=[C:23]([OH:35])[CH:22]=2)=[CH:7][CH:6]=1

Participants

3

Reactant 2

HCID 957452-(4-Hydroxyphenyl)benzothiazoleHCID 19747006HCID 19747006, compound

Product 1

HCID 20284645HCID 20284645, compound

Procedure

A hot solution of 16 g. of zinc, o-aminophenylmercaptide and 12.5 g. of p-hydroxybenzaldehyde in 1 l. of acetic acid was treated with hydrogen sulfide for two hours, filtered hot, diluted with an equal volume of water and cooled. 2-(p-Hydroxyphenyl)benzothiazole (47% yield, m.p. 227°-229° F.) was obtained. The 2-(p-hydroxyphenyl)benzothiazole was reacted with 4-(2-bromoethoxy)-2-hydroxybenzophenone as in Example 1 to produce 4-(2-[4-(2-benzothiazolyl)phenoxy]ethoxy)-2-hydroxybenzophenone.

Sources & evidence

ORD record
ord-0e65f1be791b4c298741a5f1cc2c9cb8
Source dataset
uspto-grants-1981_03
Patent number
US04256626

Reaction notes

Loading…