tert-Butyl isocyanate → HCID 54078885, compound

HRID 328465Notes

Reaction equation

HRID 328465 reaction equation
[CH3:1][N:2]([CH3:10])[C:3](=[O:9])[NH:4][C:5](=[NH:8])[S:6][CH3:7].[C:11]([N:15]=[C:16]=[O:17])([CH3:14])([CH3:13])[CH3:12]>C(Cl)Cl>[CH3:1][N:2]([CH3:10])[C:3]([N:4]=[C:5]([S:6][CH3:7])[NH:8][C:16]([NH:15][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:17])=[O:9]

Participants

4

Reactant 2

HCID 62412tert-Butyl isocyanateHCID 150009409HCID 150009409, compound

Product 1

HCID 54078885HCID 54078885, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 7 parts methyl 4,4-dimethylthioallophanimidate, 8 parts of t-butylisocyanate and 50 ml methylene chloride is refluxed for 2 hours. After standing overnight at room temperature, the solution is evaporated under vacuum to give a viscous oil, which solidified after trituration with petroleum-ether. Recrystallization from petroleum-ether gives methyl N-dimethylcarbamoyl-4-tert-butylthioallophanimidate, (a compound of formula I), m.p. 74°-78° C.

Workup

  1. temperatureis refluxed for 2 hours
  2. customthe solution is evaporated under vacuum
  3. customto give a viscous oil, which
  4. customRecrystallization from petroleum-ether

Sources & evidence

ORD record
ord-482534e144b940fc93044eb204422e4e
Source dataset
uspto-grants-1977_04
Patent number
US04017529

Reaction notes

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