1-Iodohexane → N-n-Hexyl-N-(3-carbethoxy-5-ethyl-2-thienyl)-2-methylpropanamide

HRID 2082770

Reaction equation

HRID 2082770 reaction equation
N[C:2]1S[C:4]([CH2:12][CH3:13])=[CH:5][C:6]=1C(OCC)=O.[C:14]([C:19]1[CH:23]=[C:22]([CH2:24][CH3:25])[S:21][C:20]=1[NH:26][C:27](=[O:31])[CH:28]([CH3:30])[CH3:29])([O:16][CH2:17][CH3:18])=[O:15].C(I)CCCCC>>[CH2:13]([N:26]([C:20]1[S:21][C:22]([CH2:24][CH3:25])=[CH:23][C:19]=1[C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:27](=[O:31])[CH:28]([CH3:29])[CH3:30])[CH2:12][CH2:4][CH2:5][CH2:6][CH3:2]

Participants

4

Reactant 3

HCID 125271-IodohexaneHCID 78263Ethyl 2-amino-5-ethyl-3-thenoateHCID 734585Ethyl 5-ethyl-2-(2-methylpropanoylamino)thiophene-3-carboxylate

Product 1

HCID 53840912N-n-Hexyl-N-(3-carbethoxy-5-ethyl-2-thienyl)-2-methylpropanamide

Procedure

Ethyl 2-amino-5-ethyl-3-thiophenecarboxylate (Chemische Berichte 99, 94 (1966) )was converted into N-(3-carbethoxy-5-ethyl-2-thienyl)-2-methylpropanamide by the method described in Example 41. Alkylation of the unpurified product with n-hexyl iodide as described in Example 43 gave the title compound as a light yellow oil, b.p. 145°-147° C/0.25 mm. NMR showed that the material was the correct product.

Sources & evidence

ORD record
ord-6bf5cd6a7a2e41e497b0ff131b5cd5aa
Source dataset
uspto-grants-1978_04
Patent number
US04082771

Linked notes

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