6-Amino-2,3-difluorobenzenethiol → Ethyl 3-[(6,7-difluorobenzothiazol-2-yl)methyl]phenylacetate

HRID 1940630Notes

Reaction equation

HRID 1940630 reaction equation
[CH2:1]([O:3][C:4](=[O:16])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([CH2:12][C:13](O)=O)[CH:7]=1)[CH3:2].[NH2:17][C:18]1[CH:23]=[CH:22][C:21]([F:24])=[C:20]([F:25])[C:19]=1[SH:26]>>[F:24][C:21]1[CH:22]=[CH:23][C:18]2[N:17]=[C:13]([CH2:12][C:8]3[CH:7]=[C:6]([CH2:5][C:4]([O:3][CH2:1][CH3:2])=[O:16])[CH:11]=[CH:10][CH:9]=3)[S:26][C:19]=2[C:20]=1[F:25]

Participants

3

Reactant 2

HCID 184352206-Amino-2,3-difluorobenzenethiolHCID 23086838[3-(2-ethoxy-2-oxoethyl)phenyl]acetic Acid

Product 1

HCID 21463553Ethyl 3-[(6,7-difluorobenzothiazol-2-yl)methyl]phenylacetateYield 51.8%

Procedure

The procedure of Example 16-i) was repeated using 1,3-phenylene diacetic acid monoethyl ester (2.87 g, 10.5 mmol) and 2-amino-5,6-difluorothiophenol (2.0 g, 11.7 mmol) to obtain ethyl 3-[(6,7-difluorobenzothiazol-2-yl)methyl]phenylacetate (1.89 g, 44%) as a pale yellow oil.

Sources & evidence

ORD record
ord-bac7c7a64f744851ab09b14648e14af5
Source dataset
uspto-grants-1997_12
Patent number
US05700819

Reaction notes

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