HCID 57842722, compound → 5-Amino-2-(tert-butylsulfonyl)benzonitrile

HRID 735512Notes

Reaction equation

HRID 735512 reaction equation
NC1C=CC(S(CC)(=O)=O)=C(C=1)C#N.[C:15]([S:19]([C:22]1[CH:29]=[CH:28][C:27]([N+:30]([O-])=O)=[CH:26][C:23]=1[C:24]#[N:25])(=[O:21])=[O:20])([CH3:18])([CH3:17])[CH3:16]>>[NH2:30][C:27]1[CH:28]=[CH:29][C:22]([S:19]([C:15]([CH3:18])([CH3:17])[CH3:16])(=[O:21])=[O:20])=[C:23]([CH:26]=1)[C:24]#[N:25]

Participants

3

Reactant 2

HCID 57842722HCID 57842722, compoundHCID 598380375-Amino-2-(ethanesulfonyl)benzonitrile

Product 1

HCID 578428235-Amino-2-(tert-butylsulfonyl)benzonitrileYield 96.1%

Procedure

Using a procedure analogous to that used to prepare 6B, 10A (609 mg, 2.27 mmol) was hydrogenated to give 10B (520 mg, 96%) as a white solid. 1H NMR (400 MHz, CD3OD) δ 1.35 (s, 9 H), 6.91 (dd, J=8.79, 2.20 Hz, 1 H), 7.07 (d, J=2.20 Hz, 1 H), 7.66 (d, J=8.79 Hz, 1 H).

Sources & evidence

ORD record
ord-ee7e4277679d4cc5b74368e19571996b
Source dataset
uspto-grants-2009_09
Patent number
US07592331B2

Reaction notes

Loading…