Ethyl chloroformate → HCID 54565606, compound

HRID 1164464Notes

Reaction equation

HRID 1164464 reaction equation
Cl[C:2]([O:4][CH2:5][CH3:6])=[O:3].[CH3:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([CH3:14])[C:9]=1[N:15]1[CH2:19][CH:18]([CH3:20])[N:17]([C:21]2[C:26]([CH3:27])=[CH:25][CH:24]=[CH:23][C:22]=2[CH3:28])[C:16]1=[NH:29]>C1C=CC=CC=1>[CH3:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([CH3:14])[C:9]=1[N:15]1[CH2:19][CH:18]([CH3:20])[N:17]([C:21]2[C:22]([CH3:28])=[CH:23][CH:24]=[CH:25][C:26]=2[CH3:27])[C:16]1=[N:29][C:2]([O:4][CH2:5][CH3:6])=[O:3]

Participants

4

Reactant 2

HCID 10928Ethyl chloroformateHCID 20512409HCID 20512409, compound

Product 1

HCID 54565606HCID 54565606, compoundYield 71.2%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

A solution of 1.0 ml (1.38 g, 10.5 mmoles) of ethyl chloroformate in 10 ml of dry benzene is added dropwise at room temperature to a stirred solution of 6.15 g (20 mmoles) of 1,3-bis(2',6'-dimethylphenyl)-2-imino-4-methyl-imidazolidine, obtained as described in Example 7, in 60 ml of dry benzene. The mixture is stirred for additional 5 hours at room temperature, and then washed thrice with 50 ml of water each. The benzene solution is dried over anhydrous sodium sulfate, and the solvent is evaporated under reduced pressure. The thick, yellow oily residue is crystallized from diisopropyl ether to obtain 2.7 g (71.2%) of 1,3-bis(2',6'-dimethylphenyl)-2-carbethoxyimino-4-methyl-imidazolidine; m.p.: 124°-125° C.

Workup

  1. customobtained
  2. washwashed thrice with 50 ml of water each
  3. dry with materialThe benzene solution is dried over anhydrous sodium sulfate
  4. customthe solvent is evaporated under reduced pressure
  5. customThe thick, yellow oily residue is crystallized from diisopropyl ether

Sources & evidence

ORD record
ord-7c2e6185af4e4e448c08013cbbcf14ee
Source dataset
uspto-grants-1983_01
Patent number
US04369325

Reaction notes

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