2-Amino-4,5,6,7-tetrahydro-1,3-benzothiazol-7-one → Ethyl (7-oxo-4,5,6,7-tetrahydrobenzothiazol-2-yl)thiocarbamate

HRID 639760

Reaction equation

HRID 639760 reaction equation
C(=S)([O-])N.[NH2:5][C:6]1[S:7][C:8]2[C:14](=[O:15])[CH2:13][CH2:12][CH2:11][C:9]=2[N:10]=1.Cl[C:17]([O:19][CH2:20][CH3:21])=[S:18]>N1C=CC=CC=1>[O:15]=[C:14]1[C:8]2[S:7][C:6]([NH:5][C:17](=[S:18])[O:19][CH2:20][CH3:21])=[N:10][C:9]=2[CH2:11][CH2:12][CH2:13]1

Participants

5

Reactant 3

HCID 5878502-Amino-4,5,6,7-tetrahydro-1,3-benzothiazol-7-oneHCID 5325481O-ethyl chloromethanethioateHCID 178514129HCID 178514129, compound

Product 1

HCID 86604919Ethyl (7-oxo-4,5,6,7-tetrahydrobenzothiazol-2-yl)thiocarbamate

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

The desired thiocarbamate is obtained in analogy with the preparation of Z-13 b, starting from 101 g of 2-amino-5,6-dihydro-4H-benzothiazol-7-one (602 mmol) in 3.4 l of pyridine and 75 g of ethyl chlorothioformate (602 mmol). Yield: 84 g

Sources & evidence

ORD record
ord-917f89c8eb94433299ea45f7a0028df5
Source dataset
uspto-grants-2010_04
Patent number
US07691888B2

Linked notes

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