Methyl Isocyanate → HCID 14677577, compound

HRID 330548Notes

Reaction equation

HRID 330548 reaction equation
[N:1]([CH3:4])=[C:2]=[O:3].[NH2:5][CH2:6][CH2:7][N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[N:19]([CH2:20][C:21]3[O:22][C:23]([CH3:26])=[CH:24][CH:25]=3)[C:18]3[CH:27]=[CH:28][CH:29]=[CH:30][C:17]=3[N:16]=2)[CH2:10][CH2:9]1>O1CCCC1>[CH3:4][NH:1][C:2]([NH:5][CH2:6][CH2:7][N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[N:19]([CH2:20][C:21]3[O:22][C:23]([CH3:26])=[CH:24][CH:25]=3)[C:18]3[CH:27]=[CH:28][CH:29]=[CH:30][C:17]=3[N:16]=2)[CH2:10][CH2:9]1)=[O:3]

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 14677565HCID 14677565, compound

Product 1

HCID 14677577HCID 14677577, compoundYield 41.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 0.7 parts of isocyanatomethane, 2.5 parts of N-[1-(2-aminoethyl)-4-piperidinyl]-1-[(5-methyl-2-furanyl)methyl]-1H-benzimidazol-2-amine and 135 parts of tetrahydrofuran was stirred for 3 hours at room temperature. The precipitated product was filtered off and dried, yielding 1.2 parts (41.1%) of N-methyl-N'-[2-[4-[[1-[(5-methyl-2-furanyl)methyl]-1H-benzimidazol-2-yl]amino]-1-piperidinyl]ethyl]urea; mp. 200.1° C. (compound 40).

Workup

  1. filtrationThe precipitated product was filtered off
  2. customdried

Sources & evidence

ORD record
ord-4ed09c75b6614502a7ee290c7e964c62
Source dataset
uspto-grants-1990_01
Patent number
US04897401

Reaction notes

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