Hydrazine hydrate (1:1) → 411210-96-3

HRID 1013175Notes

Reaction equation

HRID 1013175 reaction equation
C[O:2][C:3](=O)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10](Cl)(=[O:12])=[O:11].O.[NH2:16][NH2:17]>CCOCC>[O:11]=[S:10]1(=[O:12])[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3](=[O:2])[NH:17][NH:16]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 117830Benzoic acid, 2-(chlorosulfonyl)-, methyl ester

Product 1

HCID 456809411210-96-3Yield 50.5%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

2-Chlorosulfonyl-benzoic acid methyl ester (7.04 g, 30 mmol) was added to hydrazine hydrate (66 mmol) stirring rapidly in 300 mL ether. The reaction was stirred overnight in an open flask and allowed to slowly concentrate. The remaining solvent was concentrated and the residue was treated with HOAc (3 mL) and DCM. The solution was washed with water, dried over MgSO4, and concentrated to give 3 g of a white solid.

Workup

  1. concentrationto slowly concentrate
  2. concentrationThe remaining solvent was concentrated
  3. additionthe residue was treated with HOAc (3 mL) and DCM
  4. washThe solution was washed with water
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-55e23de0dbd740949163b690758fc50e
Source dataset
uspto-grants-2011_07
Patent number
US07981912B2

Reaction notes

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