Hydrochloric Acid → N-(2-aminoethyl)-5-methylthiophene-2-carboxamide hydrochloride

HRID 34948Notes

Reaction equation

[CH3:1][C:2]1[S:6][C:5]([C:7]([NH:9][CH2:10][CH2:11][NH:12]C(=O)OC(C)(C)C)=[O:8])=[CH:4][CH:3]=1.FC(F)(F)C(O)=O.[ClH:27]>>[ClH:27].[NH2:12][CH2:11][CH2:10][NH:9][C:7]([C:5]1[S:6][C:2]([CH3:1])=[CH:3][CH:4]=1)=[O:8]

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 6422Trifluoroacetic acid

HCID 13800237t-Butyl [2-(5-methylthiophene-2-carboxamido)ethyl]carbamate

Product 1

HCID 13800278N-(2-aminoethyl)-5-methylthiophene-2-carboxamide hydrochloride

Procedure

14.9 g of t-butyl [2-(5-methylthiophene-2-carboxamido)ethyl]carbamate were reacted with trifluoroacetic acid in an analogous manner to that described in Example 2, paragraph 2. The residue was converted into the hydrochloride which was recrystallized from ethanol/ether, whereby there was obtained N-(2-aminoethyl)-5-methylthiophene-2-carboxamide hydrochloride as light beige crystals, m.p. 161°-162°.

Workup

customwas recrystallized from ethanol/ether

Sources & evidence

ORD record: ord-101794b9408f47a58dcd4619b62278d9
Source dataset: uspto-grants-1988_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04764522

Reaction notes

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