Hydrochloric Acid → HCID 431907, compound

HRID 126985Notes

Reaction equation

HRID 126985 reaction equation
[NH2:1][NH:2][C:3]([NH2:5])=[S:4].Cl[CH2:7][C:8](=O)[CH2:9][C:10]([O:12]CC)=[O:11].Cl>>[NH:5]=[C:3]1[N:2]([NH2:1])[C:8]([CH2:9][C:10]([OH:12])=[O:11])=[CH:7][S:4]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 69484Ethyl 4-chloroacetoacetateHCID 2723789Thiosemicarbazide

Product 1

HCID 431907HCID 431907, compound

Procedure

Reaction of thiosemicarbazide and ethyl 4-chloroacetoacetate in warm concentrated hydrochloric acid yielded 2-imino-3-aminothiazoline-4-acetic acid (Compound IIIA), which is also obtained by heating the hydrochloride of Compound IA in hydrochloric acid. Refluxing Compound IIIA in ethanolic hydrochloric acid produces the hydrochloride of the corresponding acetate, Compound IIIB (ethyl 2-imino-3-aminothiazoline 4-acetate.)

Sources & evidence

ORD record
ord-f99f589d7eca4be99e4be32e453f9046
Source dataset
uspto-grants-1981_03
Patent number
US04254259

Reaction notes

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