Hydrazine hydrate (1:1) → HCID 67440054, compound

HRID 1665007Notes

Reaction equation

HRID 1665007 reaction equation
C([O:3][C:4](=O)[CH2:5][N:6]([CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[S:7]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[C:16]([F:19])([F:18])[F:17])(=[O:9])=[O:8])C.O.[NH2:29][NH2:30]>C(O)C>[CH2:20]([N:6]([CH2:5][C:4]([NH:29][NH2:30])=[O:3])[S:7]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[C:16]([F:19])([F:18])[F:17])(=[O:9])=[O:8])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 67440074HCID 67440074, compound

Product 1

HCID 67440054HCID 67440054, compoundYield 93.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

To a stirred solution of [benzyl-(2-trifluoromethyl-benzenesulfonyl)-amino]-acetic acid ethyl ester (2.52 g) in ethanol (15 mL) was added hydrazine monohydrate (1.60 g). The mixture was stirred for 5 h at r.t. and for 22 h at 50° C. The mixture was concentrated under reduced pressure. The residue was taken up in ethyl acetate and washed with water. The organic phase was dried (MgSO4), filtered and concentrated under reduced pressure to give N-benzyl-N-hydrazinocarbonylmethyl-2-trifluoromethyl-benzenesulfonamide (2.27 g) as a colorless oil. MS: 388.4 ([M+H]+)

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. washwashed with water
  3. dry with materialThe organic phase was dried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-fb642fca12964255b5f38c270840a290
Source dataset
uspto-grants-2011_10
Patent number
US08039493B2

Reaction notes

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