ethyl N-carbonylcarbamate → HCID 178473557, compound

HRID 1076044Notes

Reaction equation

HRID 1076044 reaction equation
[CH2:1]([O:3][C:4]([N:6]=[C:7]=[O:8])=[O:5])[CH3:2].[Cl:9][C:10]1[CH:15]=[CH:14][C:13]([NH:16][C:17](=[O:23])[NH:18][C:19](=[NH:22])[O:20][CH3:21])=[CH:12][CH:11]=1>O1CCCC1>[Cl:9][C:10]1[CH:11]=[CH:12][C:13]([NH:16][C:17]([N:18]=[C:19]([NH:22][C:7](=[O:8])[NH:6][C:4]([O:3][CH2:1][CH3:2])=[O:5])[O:20][CH3:21])=[O:23])=[CH:14][CH:15]=1

Participants

4

Reactant 2

HCID 300166ethyl N-carbonylcarbamateHCID 152773090HCID 152773090, compound

Product 1

HCID 178473557HCID 178473557, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

12 Parts ethoxycarbonyl isocyanate was added dropwise to 23 parts of methyl 4-(4-chlorophenyl)allophanimidate (prepared as above) in 230 parts of tetrahydrofuran at 20°C. The mixture was stirred for six hours at room temperature and then evaporated under reduced pressure. The residue was triturated with boiling 1-chlorobutane, cooled, and the solid collected by filtration affording 16 parts of ethyl 4-[1-(4-chlorophenylcarbamoylimino)-1-(methoxy)methyl]allophanate, m.p. 140.5-142°C.

Workup

  1. customevaporated under reduced pressure
  2. customThe residue was triturated with boiling 1-chlorobutane
  3. temperaturecooled
  4. filtrationthe solid collected by filtration

Sources & evidence

ORD record
ord-857bafe1247c4c2d9feb454bdb9237a1
Source dataset
uspto-grants-1976_05
Patent number
US03954837

Reaction notes

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