Phenyl isocyanate → HCID 20304012, compound

HRID 1732623Notes

Reaction equation

HRID 1732623 reaction equation
[C:1]1([S:7][CH2:8][C:9]2[NH:10][CH2:11][CH2:12][N:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:14]1([N:20]=[C:21]=[O:22])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>C(Cl)Cl>[C:14]1([NH:20][C:21]([N:13]2[CH2:12][CH2:11][N:10]=[C:9]2[CH2:8][S:7][C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)=[O:22])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 7672Phenyl isocyanateHCID 21608213HCID 21608213, compound

Product 1

HCID 20304012HCID 20304012, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
-15 °C

Procedure

2-Phenylthiomethyl-2-imidazoline (4.8 g; 0.025 mole) was dissolved in CH2Cl2 (200 ml) and the solution cooled to -15° C. before treating dropwise with fresh phenyl isocyanate (3.0 g; 0.025 moles) over 15 minutes. The mixture was allowed to warm to room temperature and stirring continued for a further 2 hours. The solvent was then evaporated in vacuo and the residue recrystallised from ethyl acetate, to give a solid, m.p. 117.4° to 119.0° C.

Workup

  1. temperatureto warm to room temperature
  2. customThe solvent was then evaporated in vacuo
  3. customthe residue recrystallised from ethyl acetate
  4. customto give a solid, m.p. 117.4° to 119.0° C.

Sources & evidence

ORD record
ord-cd3e64624ab84ec3aec11d6e0695511e
Source dataset
uspto-grants-1980_12
Patent number
US04238497

Reaction notes

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