Hydrochloric Acid → HCID 54146493, compound

HRID 1660138Notes

Reaction equation

C([S:4][CH2:5][CH2:6][N:7]1[C:25](=[O:26])[N:10]2[C@@H:11]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH:12]=[CH:13][C@H:14]([C:15]([O:17]C)=[O:16])[N:9]2[C:8]1=[O:27])(=O)C.Cl>>[SH:4][CH2:5][CH2:6][N:7]1[C:25](=[O:26])[N:10]2[C@@H:11]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH:12]=[CH:13][C@H:14]([C:15]([OH:17])=[O:16])[N:9]2[C:8]1=[O:27]

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 54285910HCID 54285910, compound

Product 1

HCID 54146493HCID 54146493, compoundYield 43%

Procedure

Methyl trans-2-(2-acetylthioethyl)-2,3,5,8-tetrahydro-1,3-dioxo-8-phenyl-1H-1,2,4-triazolo[1,2-a]pyridazine-5-carboxylate was hydrolyzed in 2-M hydrochloric acid at 100° C. for 3.5 hours. Partial evaporation then gave in 43% yield trans-2,3,5,8-tetrahydro-2-(2-mercaptoethyl)-1,3-dioxo-8-phenyl-1H-1,2,4-triazolo[1,2-a]pyridazine-5-carboxylic acid of melting point 153°-154° C.

Workup

customPartial evaporation

Sources & evidence

ORD record: ord-e028b60c7e1740b8950a6c95a67151f1
Source dataset: uspto-grants-1981_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04307094

Reaction notes

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