2-Thiophenecarboxamide, N,N-dimethyl- → isopropyl 5-(2-thenoyl)-1,2-dihydro-6-methyl-3H-pyrrolo[1,2-a]pyrrole-1-carboxylate

HRID 371740Notes

Reaction equation

HRID 371740 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]2[CH:8]([C:9]([O:11][CH:12]([CH3:14])[CH3:13])=[O:10])[CH2:7][CH2:6][N:5]2[CH:15]=1.CN(C)[C:18]([C:20]1[S:21][CH:22]=[CH:23][CH:24]=1)=[O:19]>>[C:20]1([C:18]([C:15]2[N:5]3[CH2:6][CH2:7][CH:8]([C:9]([O:11][CH:12]([CH3:13])[CH3:14])=[O:10])[C:4]3=[CH:3][C:2]=2[CH3:1])=[O:19])[S:21][CH:22]=[CH:23][CH:24]=1

Participants

3

Reactant 2

HCID 1415832-Thiophenecarboxamide, N,N-dimethyl-HCID 12795099isopropyl 1,2-dihydro-6-methyl-3H-pyrrolo[1,2-a]pyrrole-1-carboxylate

Product 1

HCID 20356136isopropyl 5-(2-thenoyl)-1,2-dihydro-6-methyl-3H-pyrrolo[1,2-a]pyrrole-1-carboxylate

Procedure

In accordance with the method of Example 9, isopropyl 1,2-dihydro-6-methyl-3H-pyrrolo[1,2-a]pyrrole-1-carboxylate is condensed with N,N-dimethylthiophene-2-carboxamide to produce isopropyl 5-(2-thenoyl)-1,2-dihydro-6-methyl-3H-pyrrolo[1,2-a]pyrrole-1-carboxylate (XI, R = CH3, R1 = H, R2 = iC3H7, X = S), having a melting point of 102.5° C.

Sources & evidence

ORD record
ord-33eb5566e59742ecb76b649a945a4ac8
Source dataset
uspto-grants-1978_05
Patent number
US04087539

Reaction notes

Loading…