4-Nitrobenzenesulfonyl chloride → HCID 22456391, compound

HRID 567194Notes

Reaction equation

HRID 567194 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10](Cl)(=[O:12])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].Cl.[C:15]([O:19][C:20](=[O:23])[CH2:21][NH2:22])([CH3:18])([CH3:17])[CH3:16]>N1C=CC=CC=1>[C:15]([O:19][C:20](=[O:23])[CH2:21][NH:22][S:10]([C:7]1[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=1)(=[O:12])=[O:11])([CH3:18])([CH3:17])[CH3:16]

Participants

4

Reactant 2

HCID 74044-Nitrobenzenesulfonyl chlorideHCID 2725036Glycine tert-butyl ester hydrochloride

Product 1

HCID 22456391HCID 22456391, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

4-Nitrobenzenesulfonyl chloride (46.3 g) was added to a solution of glycine t-butyl ester hydrochloride (35 g) in pyridine (200 ml). The mixture was stirred for 1 hour at room temperature. The reaction mixture was concentrated. The precipitated crystals was washed with water and then a mixture of hexane and ethyl acetate (9:1) and dried to give the title compound (61.4 g) having the following physical data.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. washThe precipitated crystals was washed with water
  3. additiona mixture of hexane and ethyl acetate (9:1)
  4. customdried

Sources & evidence

ORD record
ord-93cf8f5ea05a4900b57176d293454e35
Source dataset
uspto-grants-2001_01
Patent number
US06177466B1

Reaction notes

Loading…