Isobutyryl chloride → HCID 21332189, compound

HRID 1390947Notes

Reaction equation

[Cl:1][C:2]1[C:7]2[S:8][C:9]3[C:13]([NH2:14])=[N:12][N:11]([CH3:15])[C:10]=3[C:6]=2[CH:5]=[CH:4][CH:3]=1.[C:16](Cl)(=[O:20])[CH:17]([CH3:19])[CH3:18]>>[CH3:18][CH:17]([CH3:19])[C:16]([NH:14][C:13]1[C:9]2[S:8][C:7]3[C:2]([Cl:1])=[CH:3][CH:4]=[CH:5][C:6]=3[C:10]=2[N:11]([CH3:15])[N:12]=1)=[O:20]

Participants

Reactant 2

HCID 62325Isobutyryl chloride

HCID 70527055HCID 70527055, compound

Product 1

HCID 21332189HCID 21332189, compound

Procedure

By substituting this amide for the amide employed in Example 1, the corresponding 3,7-dichlorobenzo[b]thiophene-2-carbonitrile, m.p. 124°-128° C., was obtained. Treatment of this nitrile was methylhydrazine in dimethyl sulfoxide gave 5-chloro-1-methyl-1H-(1)-benzothieno[3,2-c]pyrazol-3-amine, m.p. 239°-241° C. Reaction of this amine with isobutyryl chloride followed by work up as described in Example 1 gave 2-methyl-N-(5-chloro-1-methyl-1H-(1)benzothieno[3,2-c]pyrazol-3-yl)-propanamide, m.p. 218°-219° C.

Sources & evidence

ORD record: ord-e6d0301ce6d34c959ba820ace4fd5c24
Source dataset: uspto-grants-1979_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04140785

Reaction notes

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