Tetrahydrofuran → HCID 53994676, compound

HRID 1655191Notes

Reaction equation

HRID 1655191 reaction equation
[C:1]([C:3]1[CH:4]=[N:5][N:6]([C:13]2[C:18]([Cl:19])=[CH:17][C:16]([C:20]([F:23])([F:22])[F:21])=[CH:15][C:14]=2[Cl:24])[C:7]=1[C:8](=[CH2:12])C(Cl)=O)#[N:2].[C:25]1([CH2:31][S:32]([NH2:35])(=[O:34])=[O:33])[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.[H-].[Na+].[O:38]1CCC[CH2:39]1>>[C:25]1([CH2:31][S:32]([NH:35][C:39](=[O:38])[CH:12]=[CH:8][C:7]2[N:6]([C:13]3[C:14]([Cl:24])=[CH:15][C:16]([C:20]([F:23])([F:21])[F:22])=[CH:17][C:18]=3[Cl:19])[N:5]=[CH:4][C:3]=2[C:1]#[N:2])(=[O:33])=[O:34])[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1

Participants

5

Reactant 4

HCID 8028TetrahydrofuranHCID 24758Sodium hydrideHCID 78318BenzenemethanesulfonamideHCID 131718193HCID 131718193, compound

Product 1

HCID 53994676HCID 53994676, compound

Procedure

By the method of Example 10, 0.49 g (0.0012 mole) of 3-[[4-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-1H-pyrazol-5-yl]acrylic acid chloride, 0.25 g (0.0015 mole) of phenylmethanesulfonamide, and 0.038 g (0.0016 mole) of sodium hydride were reacted in 10 mL of tetrahydrofuran, yielding 0.35 g of N-phenylmethanesulfonyl-3-[4-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-1H-pyrazol-5-yl]acrylamide as a solid; m.p. 178°-183° C. The nmr spectrum was consistent with the proposed structure.

Sources & evidence

ORD record
ord-ef475c8d1dad4f67851914d5e7a14725
Source dataset
uspto-grants-1993_10
Patent number
US05250504

Reaction notes

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