Dimethyl Sulfoxide → HCID 70527055, compound

HRID 1390946Notes

Reaction equation

HRID 1390946 reaction equation
ClC1[C:3]2[CH:12]=[CH:11][CH:10]=[C:9]([Cl:13])[C:4]=2[S:5][C:6]=1[C:7]#[N:8].[CH3:14][NH:15][NH2:16].[CH3:17]S(C)=O>>[Cl:13][C:9]1[C:4]2[S:5][C:6]3[C:7]([NH2:8])=[N:16][N:15]([CH3:17])[C:14]=3[C:3]=2[CH:12]=[CH:11][CH:10]=1

Participants

4

Reactant 3

HCID 679Dimethyl SulfoxideHCID 6061MethylhydrazineHCID 21332200HCID 21332200, compound

Product 1

HCID 70527055HCID 70527055, 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-ff14b1118d5c4cce9dcd9e67f29c9948
Source dataset
uspto-grants-1979_02
Patent number
US04140785

Reaction notes

Loading…