Thiobenzamide → [(2-Phenyl-4,5-dihydronaphtho[1,2-d]thiazol-6-yl)oxy]acetic Acid

HRID 1067455Notes

Reaction equation

C([O:3][C:4](=[O:19])[CH2:5][O:6][C:7]1[C:16]2[CH2:15][CH2:14][CH:13](Br)[C:12](=O)[C:11]=2[CH:10]=[CH:9][CH:8]=1)C.[C:20]([NH2:28])(=[S:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[C:21]1([C:20]2[S:27][C:13]3[CH2:14][CH2:15][C:16]4[C:11](=[CH:10][CH:9]=[CH:8][C:7]=4[O:6][CH2:5][C:4]([OH:3])=[O:19])[C:12]=3[N:28]=2)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

Reactant 2

HCID 683563Thiobenzamide

HCID 21193655Ethyl[(6-bromo-5,6,7,8-tetrahydro-5-oxo-1-naphthalenyl)oxy]acetate

Product 1

HCID 18471016[(2-Phenyl-4,5-dihydronaphtho[1,2-d]thiazol-6-yl)oxy]acetic AcidYield 27%

Procedure

Using ethyl[(6-bromo-5,6,7,8-tetrahydro-5-oxo-1-naphthalenyl)oxy]acetate and thiobenzamide, the procedure of Example 52 was otherwise repeated to synthesize the title compound. Yield 27%. Amorphous solid.

Sources & evidence

ORD record: ord-0c50da2234894997b17a1186cbfefb70
Source dataset: uspto-grants-2001_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06248766B1

Reaction notes

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