Hydrochloric Acid → HCID 70514525, compound

Reaction equation

[NH2:1][C:2]1[C:3]([C:10]([OH:12])=[O:11])=[CH:4][S:5][C:6]=1[CH2:7][CH2:8][CH3:9].[ClH:13].[CH2:14](O)[CH3:15]>>[ClH:13].[CH2:14]([O:11][C:10]([C:3]1[C:2]([NH2:1])=[C:6]([CH2:7][CH2:8][CH3:9])[S:5][CH:4]=1)=[O:12])[CH3:15]

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 702Ethanol

HCID 132861584-Amino-5-propylthiophene-3-carboxylic acid

Product 1

HCID 70514525HCID 70514525, compound

Procedure

A sample of 1.50 g. (8.097 mmols) of 4-amino-5-propyl-3-thiophenecarboxylic acid was dissolved in 75 ml. absolute ethanol which had been previously saturated with gaseous hydrogen chloride. The resulting reaction was heated under reflux for 24 hours, cooled and evaporated to afford 1.43 g. (71%) of pure 4-amino-5-propyl-3-thiophenecarboxylic acid ethyl ester hydrochloride, m.p. 144° C. (dec.) after recrystallization from ethyl acetate.

Workup

customThe resulting reaction
temperaturewas heated
temperatureunder reflux for 24 hours
temperaturecooled
customevaporated
customto afford 1.43 g
custom(71%) of pure 4-amino-5-propyl-3-thiophenecarboxylic acid ethyl ester hydrochloride, m.p. 144° C. (dec.) after recrystallization from ethyl acetate

Sources & evidence

ORD record: ord-d4d7f0fe0b3a4170ade8d319d8eadb8a
Source dataset: uspto-grants-1984_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04428963

Reaction notes

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