4-Nitrobenzenesulfonyl chloride → HCID 22456391, compound

HRID 376893Notes

Reaction equation

HRID 376893 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 at room temperature for 1 hour. The reaction mixture was concentrated. The residue 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 residue was washed with water
  3. additiona mixture of hexane and ethyl acetate (9:1)
  4. customdried

Sources & evidence

ORD record
ord-ace4aa0906264f9bbac956986ab7b68c
Source dataset
uspto-grants-2000_02
Patent number
US06022893

Reaction notes

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