Sodium Carbonate → 2-Chloroethyl 2-(2,6-dimethylphenyl)-hydrazinecarboxylate

HRID 67908

Reaction equation

HRID 67908 reaction equation
Cl.[CH3:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH3:9])[C:4]=1[NH:10][NH2:11].C(=O)([O-])[O-].[Na+].[Na+].[Cl:18][CH2:19][CH2:20][O:21][C:22](Cl)=[O:23]>O.C1(C)C(C)=CC=CC=1>[CH3:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH3:9])[C:4]=1[NH:10][NH:11][C:22]([O:21][CH2:20][CH2:19][Cl:18])=[O:23]

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 123052-Chloroethyl chloroformateHCID 124050102,6-Dimethylphenylhydrazine hydrochloride

Product 1

HCID 130364932-Chloroethyl 2-(2,6-dimethylphenyl)-hydrazinecarboxylate

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 7237O-XyleneSolvent

Procedure

A mixture of 17.7 g (0.1 mol) 2,6-dimethylphenylhydrazine hydrochloride, 21.2 g (0.2 mol) sodium carbonate in 50 ml water and 50 ml xylene are stirred for 30 minutes at room temperature, then cooled to 5°. 14.3 g (0.1 mol) chloroformic acid 2-chloroethylester is then added over a period of 1 hour, the temperature being maintained at 5°. The mixture is stirred at 5° for another hour, at the end of which 100 ml water are added, the precipitate thus formed filtered off, washed with water and dried. Further work-up as in Example 1b.

Workup

  1. temperaturecooled to 5°
  2. temperaturethe temperature being maintained at 5°
  3. additionare added
  4. customthe precipitate thus formed
  5. filtrationfiltered off
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-6fdd36d9855c447fb06f3aafe61b112b
Source dataset
uspto-grants-1982_08
Patent number
US04347253

Linked notes

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