Sulfuric Acid → 3-Amino-5-pyrrolidino-thiazolo-(4,5-c)-isothiazole

HRID 262032Notes

Reaction equation

[N:1]1([C:6]2[S:7][C:8]([C:12](=[S:14])[NH2:13])=[C:9]([NH2:11])[N:10]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.S(=O)(=O)(O)O.BrBr>>[NH2:13][C:12]1[S:14][N:11]=[C:9]2[N:10]=[C:6]([N:1]3[CH2:2][CH2:3][CH2:4][CH2:5]3)[S:7][C:8]=12

Participants

Reactant 3

HCID 1118Sulfuric Acid

HCID 24408Bromine

HCID 125263542-Pyrrolidino-4-amino-5-thiocarbamoylthiazole

Product 1

HCID 125263703-Amino-5-pyrrolidino-thiazolo-(4,5-c)-isothiazoleYield 91%

Procedure

11 parts of 2-pyrrolidino-4-amino-5-thiocarbamoyl-thiazole in 70 parts of sulfuric acid are oxidized with 0.5 part of bromine by the method described in Example 1(b). 10 parts of 3-amino-5-pyrrolidino-thiazolo-(4,5-c)-isothiazole (91% of theory) of melting point 270°-273° C. are obtained.

Sources & evidence

ORD record: ord-9e69aae3392a4552a55082eb4aa8513e
Source dataset: uspto-grants-1979_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04153607

Reaction notes

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