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Hydrochloric Acid → 7-Methoxy-1-oxo-1H-pyrimido[6,1-b]benzthiazole-4-carboxylic acid

HRID 224348
Notes
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Reaction equation

HRID 224348 reaction equation
[SH:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1[N:10]1[C:15](=O)[C:14]([C:17]([OH:19])=[O:18])=[CH:13][NH:12][C:11]1=[O:20].Cl>O1CCOCC1>[CH3:9][O:8][C:6]1[CH:5]=[CH:4][C:3]2[N:10]3[C:11](=[O:20])[N:12]=[CH:13][C:14]([C:17]([OH:19])=[O:18])=[C:15]3[S:1][C:2]=2[CH:7]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 233328051-(2-Mercapto-4-methoxyphenyl)-5-carboxypyrimidine-2,6-dione

Product 1

HCID 233327897-Methoxy-1-oxo-1H-pyrimido[6,1-b]benzthiazole-4-carboxylic acid

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

29.4 g. 1-(2-Mercapto-4-methoxyphenyl)-5-carboxypyrimidine-2,6-dione are boiled for 6 hours in 300 ml. of a semi-concentrated dioxane solution of hydrochloric acid. The 7-methoxy-1-oxo-1H-pyrimido[6,1-b]benzthiazole-4-carboxylic acid which is thereby formed can be obtained in practically quantitative yield by suction filtration of the hot solution. The physical data of the product agree with those of the compound prepared according to Variant I.

Sources & evidence

ORD record
ord-5daf0a5af2364bbb963622d9cb02d2df
Source dataset
uspto-grants-1980_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04232024

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes