Methyl chloroformate → HCID 178502059, compound

HRID 65972Notes

Reaction equation

HRID 65972 reaction equation
Cl[C:2]([O:4][CH3:5])=[O:3].Br.[NH2:7][C:8]1[NH:9][CH2:10][CH:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:12]=1.C(=O)(O)[O-].[Na+]>CC(C)=O>[CH3:5][O:4][C:2]([NH:7][C:8]1[NH:9][CH2:10][CH:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:12]=1)=[O:3]

Participants

5

Reactant 3

HCID 6586Methyl chloroformateHCID 516892Sodium BicarbonateHCID 178419697HCID 178419697, compound

Product 1

HCID 178502059HCID 178502059, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

This example illustrates another process embodiment of the invention wherein an alkyl chloroformate is used as one of the reagents. In this example, 0.8 g. of methyl chloroformate is added over a five minute period to a stirring mixture of 2 g. 2-amino-4-phenyl-2-imidazoline hydrobromide, 1.4 g. sodium bicarbonate, and 20 ml. acetone held at 0° C. After addition is complete, the mixture is allowed to warm to room temperature and then stirred for 16 hours at room temperature. The mixture is distilled to a low volume and 50 ml. of water is then added. The mixture is filtered and the precipitate collected and washed with water and then dried affording 4,5-dihydro-2-methoxycarbonylamino-4-phenylimidazole which is then further purified by recrystallizaton from chloroform.

Workup

  1. customheld at 0° C
  2. additionAfter addition
  3. distillationThe mixture is distilled to a low volume and 50 ml
  4. additionof water is then added
  5. filtrationThe mixture is filtered
  6. customthe precipitate collected
  7. washwashed with water
  8. customdried

Sources & evidence

ORD record
ord-407d64e8cd13447b9ee9afbfd7f41f37
Source dataset
uspto-grants-1978_12
Patent number
US04129661

Reaction notes

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