Water → HCID 22163920, compound

HRID 1087800Notes

Reaction equation

HRID 1087800 reaction equation
[CH3:1][N:2]=[C:3]=[O:4].[CH2:5]([O:12][NH:13][CH:14]([C:16]1[CH:20]=[CH:19][N:18]([C:21]2[C:26]([CH3:27])=[CH:25][CH:24]=[CH:23][C:22]=2[CH3:28])[CH:17]=1)[CH3:15])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.O>CCOCC>[CH3:1][NH:2][C:3]([N:13]([CH:14]([C:16]1[CH:20]=[CH:19][N:18]([C:21]2[C:22]([CH3:28])=[CH:23][CH:24]=[CH:25][C:26]=2[CH3:27])[CH:17]=1)[CH3:15])[O:12][CH2:5][C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1)=[O:4]

Participants

5

Reactant 3

HCID 962WaterHCID 12228Methyl IsocyanateHCID 54484739HCID 54484739, compound

Product 1

HCID 22163920HCID 22163920, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Methyl isocyanate (5 ml) is added to a solution of 2.1 g of N-benzyloxy-1-[1-(2,6-dimethylphenyl)-1H-pyrrol-3-yl]-ethylamine in 200 ml of ether and the solution is stirred at room temperature for 24 hours. Excess water is added and the mixture is stirred for 3 hours. The organic layer is separated, washed with brine, dried over magnesium sulfate and evaporated to dryness to yield N-(N'-methylcarbamoyl)-N-benzyloxy-1-[1-(2,6-dimethylphenyl)-1H-pyrrol-3-yl]-ethylamine.

Workup

  1. stirringthe mixture is stirred for 3 hours
  2. customThe organic layer is separated
  3. washwashed with brine
  4. dry with materialdried over magnesium sulfate
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-affbc86ffbbf4b25a652b4fefa5ef3bc
Source dataset
uspto-grants-1990_10
Patent number
US04960787

Reaction notes

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