1,1-Dimethylhydrazine → alpha-Dimethylhydrazinocarbonylamino-2-thiopheneacetic acid

HRID 65796

Reaction equation

HRID 65796 reaction equation
[N:1]([CH:4]([C:10]1[S:11][CH:12]=[CH:13][CH:14]=1)[C:5]([O:7]CC)=[O:6])=[C:2]=[O:3].[CH3:15][N:16]([CH3:18])[NH2:17].C(Cl)Cl>C(O)(=O)C>[CH3:15][N:16]([CH3:18])[NH:17][C:2]([NH:1][CH:4]([C:10]1[S:11][CH:12]=[CH:13][CH:14]=1)[C:5]([OH:7])=[O:6])=[O:3]

Participants

5

Reactant 3

HCID 59761,1-DimethylhydrazineHCID 6344DichloromethaneHCID 54068691alpha-Isocyanato-2-thiopheneacetic acid, ethyl ester

Product 1

HCID 54530029alpha-Dimethylhydrazinocarbonylamino-2-thiopheneacetic acid

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 4.2 g. (0.02 mole) of DL-α-isocyanato-2-thiopheneacetic acid, ethyl ester and 1.2 g. (0.02 mole) of N,N-dimethylhydrazine in 80 ml. of methylene chloride is stirred overnight. The solution is concentrated and to the syrupy residue are added 10 ml. of 2N sodium hydroxide solution. After stirring for 30 minutes, a clear yellow solution results. By the addition of acetic acid, 3.9 g. of α-dimethylhydrazinocarbonylamino-2-thiopheneacetic acid are obtained, m.p. 208°-210°.

Workup

  1. concentrationThe solution is concentrated and to the syrupy residue
  2. additionare added 10 ml
  3. customa clear yellow solution results

Sources & evidence

ORD record
ord-208d1fa98d07437e8ee5455d106b3405
Source dataset
uspto-grants-1978_12
Patent number
US04128724

Linked notes

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