5-Nitro-2-(propane-2-sulfonyl)benzonitrile → 5-Amino-2-(isopropylsulfonyl)benzonitrile

HRID 735507Notes

Reaction equation

HRID 735507 reaction equation
NC1C=CC(S(CC)(=O)=O)=C(C=1)C#N.[CH:15]([S:18]([C:21]1[CH:28]=[CH:27][C:26]([N+:29]([O-])=O)=[CH:25][C:22]=1[C:23]#[N:24])(=[O:20])=[O:19])([CH3:17])[CH3:16]>>[NH2:29][C:26]1[CH:27]=[CH:28][C:21]([S:18]([CH:15]([CH3:17])[CH3:16])(=[O:20])=[O:19])=[C:22]([CH:25]=1)[C:23]#[N:24]

Participants

3

Reactant 2

HCID 574482065-Nitro-2-(propane-2-sulfonyl)benzonitrileHCID 598380375-Amino-2-(ethanesulfonyl)benzonitrile

Product 1

HCID 574482075-Amino-2-(isopropylsulfonyl)benzonitrileYield 95.3%

Procedure

Using a procedure analogous to that used to prepare 6B, 9A (632 mg, 2.48 mmol) was hydrogenated to give 9B (530 mg, 95%) as a white solid. MS (ESI) m/z 225.3 (M+H)+.

Sources & evidence

ORD record
ord-df4243df72bb43089280543f706b9655
Source dataset
uspto-grants-2009_09
Patent number
US07592331B2

Reaction notes

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