Sodium Hydroxide → HCID 23332816, compound

HRID 224349Notes

Reaction equation

HRID 224349 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[S:10][C:9]([NH:11][CH:12]=[C:13]([C:19]([O:21]CC)=[O:20])[C:14](OCC)=[O:15])=[N:8][C:7]=2[CH:24]=1.[OH-:25].[Na+]>C(O)C>[SH:10][C:6]1[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:24][C:7]=1[N:8]1[C:14](=[O:15])[C:13]([C:19]([OH:21])=[O:20])=[CH:12][NH:11][C:9]1=[O:25]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 23332822HCID 23332822, compound

Product 1

HCID 23332816HCID 23332816, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Diethyl N-(5methoxybenzthiazole-2-yl)-aminomethylene-malonate is, as described in Example 1A, Variant II, heated in a mixture of 10% aqueous sodium hydroxide solution and ethanol. Without isolating the 1-(2-mercapto-5-methoxyphenyl)-5-carboxypyrimidine-2,6-dione formed as intermediate, the reaction mixture is strongly acidified, 8-methoxy-1-oxo-1H-pyrimido[6,1-b]benzthiazole-4-carboxylic acid thereby precipitating out. The precipitate is subsequently stirred for about 1 hour in the acidic medium. After isolation and drying, the product has a melting point of 277°-278° C.

Sources & evidence

ORD record
ord-32455f5f35b846e3951c681e3f449d51
Source dataset
uspto-grants-1980_11
Patent number
US04232024

Reaction notes

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