Methyl Isocyanate → HCID 19771997, compound

HRID 1614644Notes

Reaction equation

HRID 1614644 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH:18]2[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]2)[NH:9][CH2:10][C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)=[CH:4][CH:3]=1.[CH3:24][N:25]=[C:26]=[O:27]>C(Cl)Cl>[F:17][C:14]1[CH:15]=[CH:16][C:11]([CH2:10][N:9]([CH:8]([C:5]2[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=2)[CH:18]2[CH2:23][CH2:22][N:21]([C:26]([NH:25][CH3:24])=[O:27])[CH2:20][CH2:19]2)[C:26]([NH:25][CH3:24])=[O:27])=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 19771937HCID 19771937, compound

Product 1

HCID 19771997HCID 19771997, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 2.06 g (6.5 mmol) of α-(4-fluorophenyl)-N-[(4-fluorophenyl)methyl]-4-piperidinemethanamine and 3.1 g (54.4 mmol) of methyl isocyanate in 300 mL of CH2Cl2 was stirred at room temperature for 18 h. The solvent was removed in vacuo to give a white solid. The solid was recrystallized from methylene chloride/ether to give 2.65 g (94.8%) of a white, crystalline solid containing 0.15 mole of CH2Cl2, mp 120°-162° C.

Workup

  1. customThe solvent was removed in vacuo
  2. customto give a white solid
  3. customThe solid was recrystallized from methylene chloride/ether
  4. customto give 2.65 g (94.8%) of a white, crystalline solid

Sources & evidence

ORD record
ord-b05cd2f839b24216a2786a34563c1f54
Source dataset
uspto-grants-1993_03
Patent number
US05198449

Reaction notes

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