tert-Butyl isocyanate → HCID 53960563, compound

HRID 328469Notes

Reaction equation

HRID 328469 reaction equation
[CH3:1][N:2]([CH3:15])[C:3](=[O:14])[NH:4][C:5](=[NH:13])[S:6][CH:7]1[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1.[C:16]([N:20]=[C:21]=[O:22])([CH3:19])([CH3:18])[CH3:17]>C(Cl)Cl>[CH3:1][N:2]([CH3:15])[C:3]([N:4]=[C:5]([S:6][CH:7]1[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]1)[NH:13][C:21]([NH:20][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:22])=[O:14]

Participants

4

Reactant 2

HCID 62412tert-Butyl isocyanateHCID 152774331HCID 152774331, compound

Product 1

HCID 53960563HCID 53960563, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 5 parts of cyclohexyl 4,4-dimethylthioallophanimidate and 4 parts t-butylisocyanate in 70 parts of methylene chloride is refluxed for 2 hours. After evaporation of the solvent, the oily residue is triturated with petroleum-ether to give solids, which are recrystallized from cyclohexane to give pure cyclohexyl N-dimethylcarbamoyl-4-t-butylthioallophanimidate (a compound of formula I).

Workup

  1. temperatureis refluxed for 2 hours
  2. customAfter evaporation of the solvent
  3. customthe oily residue is triturated with petroleum-ether
  4. customto give solids, which
  5. customare recrystallized from cyclohexane

Sources & evidence

ORD record
ord-cdd62ffd8c6b416298fe7a690f1653b7
Source dataset
uspto-grants-1977_04
Patent number
US04017529

Reaction notes

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