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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2186629Generated: October 30, 2026

5-Methylsulfanyl-thiophene-2-carboxamidine → HCID 18536799, compound

https://huagongshe.com/reaction/2186629

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Methylsulfanyl-thiophene-2-carboxamidineHCID 10313318—
ReactantAmmonium chloride trimethylaluminiumHCID 22243074—
ReactantMethyl 4-{[3-(methylethyl)phenyl]amino}-5-methylthiothiophene-2-carboxylateHCID 86583853—
ProductHCID 18536799HCID 18536799—

Reaction Steps

4-{[3-Methylethyl)phenyl]amino}-5-methylthiothiophene-2-carboxamidine: Using a procedure similar to Example 154, step (b), 22.6 mg (0.07 mmol) of methyl 4-{[3-(methylethyl)phenyl]amino}-5-methylthiothiophene-2-carboxylate was allowed to react with 8 equiv (0.56 mmol) of the AlMe3/NH4Cl reagent to afford 18.9 mg (78.8%) of) 4-{[3-(methylethyl)phenyl]amino}-5-methylthiothiophene-2-carboxamidine. 1H NMR (DMSO-d6, 400 MHz) δ 1.18 (d, 6H, J=9.2 Hz), 2.51 (s, 3H), 2.81 (m, 1H), 6.71-6.77 (m, 2H), 6.85 (s, 1H), 7.14 (m, 1H), 7.98 (s, 1H), 8.32 (s, 1H), 8.88 (bs, 2H), 9.23 (bs, 2H). Mass spectrum (ESI, m/z): Calcd. for C15H19N3S2, 306.11 (M+H), found 306.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06403633B2
Source datasetuspto-grants-2002_06
ORD IDord-62720e1dcf314bedaece7c54b8c4bc9a
Source noteuspto-grants-2002_06