Benzenethiol, 2-amino-3,4,6-trifluoro-, hydrochloride → Ethyl 4-[(4,5,7-trifluorobenzothiazol-2-yl)methyl]phenylacetate

HRID 1940631Notes

Reaction equation

HRID 1940631 reaction equation
[CH2:1]([O:3][C:4](=[O:16])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][C:13](O)=O)=[CH:8][CH:7]=1)[CH3:2].Cl.[NH2:18][C:19]1[C:24]([F:25])=[C:23]([F:26])[CH:22]=[C:21]([F:27])[C:20]=1[SH:28]>>[F:25][C:24]1[C:19]2[N:18]=[C:13]([CH2:12][C:9]3[CH:10]=[CH:11][C:6]([CH2:5][C:4]([O:3][CH2:1][CH3:2])=[O:16])=[CH:7][CH:8]=3)[S:28][C:20]=2[C:21]([F:27])=[CH:22][C:23]=1[F:26]

Participants

3

Reactant 2

HCID 11390282Benzenethiol, 2-amino-3,4,6-trifluoro-, hydrochlorideHCID 596921602-(4-(2-Ethoxy-2-oxoethyl)phenyl)acetic acid

Product 1

HCID 21463567Ethyl 4-[(4,5,7-trifluorobenzothiazol-2-yl)methyl]phenylacetateYield 35.2%

Procedure

The procedure of Example 16-i) was repeated using 1,4-phenylene diacetic acid monoethyl ester (510 mg, 2.1 mmol) and 2-amino-3,4,6-trifluorothiophenol hydrochloride (2.0 g, 11.7 mmol) to obtain ethyl 4-[(4,5,7-trifluorobenzothiazol-2-yl)methyl]phenylacetate (270 mg, 35%) as a colorless powder.

Sources & evidence

ORD record
ord-a44a1a11521a4a2f9dad7b6ba1aee34e
Source dataset
uspto-grants-1997_12
Patent number
US05700819

Reaction notes

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