Butyl isocyanate → HCID 21487873, compound

HRID 1414575Notes

Reaction equation

HRID 1414575 reaction equation
[CH2:1]([N:5]=[C:6]=[O:7])[CH2:2][CH2:3][CH3:4].[N:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:14][NH:15][CH:16]1[CH2:21][CH2:20][N:19]([C:22]2[C:31]3[C:26](=[CH:27][C:28]([O:34][CH3:35])=[C:29]([O:32][CH3:33])[CH:30]=3)[N:25]=[CH:24][N:23]=2)[CH2:18][CH2:17]1>C(Cl)(Cl)Cl>[CH2:1]([NH:5][C:6](=[O:7])[N:15]([CH:16]1[CH2:21][CH2:20][N:19]([C:22]2[C:31]3[C:26](=[CH:27][C:28]([O:34][CH3:35])=[C:29]([O:32][CH3:33])[CH:30]=3)[N:25]=[CH:24][N:23]=2)[CH2:18][CH2:17]1)[CH2:14][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][N:8]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 8110Butyl isocyanateHCID 21487853HCID 21487853, compound

Product 1

HCID 21487873HCID 21487873, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

##STR23## n-Butyl isocyanate (1 g) was added slowly to a stirred solution of 4-[4 -(2-pyridylmethylamino)piperidino]-6,7-dimethoxyquinazoline, (1.4 g) prepared as in part A above, in dry chloroform, followed by standing at room temperature for 30 minutes. The solution was evaporated to dryness in vacuo to give a yellow oil which crystallized on trituration with ether. Recrystallization from ethyl acetate gave 4-[4-{3-n-butyl-1-(2-pyridylmethyl)ureido}piperidino]6,7-dimethoxyquinazoline (1.2 g) as pale yellow crystals, m.p. 162°-4° C.

Workup

  1. customThe solution was evaporated to dryness in vacuo
  2. customto give a yellow oil which
  3. customcrystallized on trituration with ether
  4. customRecrystallization from ethyl acetate

Sources & evidence

ORD record
ord-e3cfc2ca072640a98bb9d64e102c3752
Source dataset
uspto-grants-1977_01
Patent number
US04001422

Reaction notes

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