Benzenesulfonyl chloride → tert-butyl 1-(phenylsulfonyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-4-ylcarbamate

HRID 2389553Notes

Reaction equation

HRID 2389553 reaction equation
[NH:1]1[CH2:7][CH2:6][CH:5]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12])[CH2:4][C:3]2[CH:16]=[CH:17][CH:18]=[CH:19][C:2]1=2.[C:20]1([S:26](Cl)(=[O:28])=[O:27])[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>ClCCCl>[C:20]1([S:26]([N:1]2[CH2:7][CH2:6][CH:5]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:13])([CH3:14])[CH3:12])[CH2:4][C:3]3[CH:16]=[CH:17][CH:18]=[CH:19][C:2]2=3)(=[O:28])=[O:27])[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

4

Reactant 2

HCID 7369Benzenesulfonyl chlorideHCID 59400102tert-butyl 2,3,4,5-tetrahydro-1H-benzo[b]azepin-4-ylcarbamate

Product 1

HCID 59400071tert-butyl 1-(phenylsulfonyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-4-ylcarbamate

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

To a stirred room temperature solution of tert-butyl 2,3,4,5-tetrahydro-1H-benzo[b]azepin-4-ylcarbamate (39.3 mg, 0.15 mmol) in 1,2-dichloroethane (4 mL) was added benzenesulfonyl chloride (26.4 mg, 0.15 mmol). After 16 hours the mixture was evaporated to dryness to yield tert-butyl 1-(phenylsulfonyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-4-ylcarbamate.

Workup

  1. customAfter 16 hours the mixture was evaporated to dryness

Sources & evidence

ORD record
ord-14aa3b18ffab4ed08134836ab992e3a8
Source dataset
uspto-grants-2012_09
Patent number
US08273754B2

Reaction notes

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