Ethanolamine → HCID 45856126, compound

HRID 1657181Notes

Reaction equation

HRID 1657181 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]=[C:11]=[O:12])=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH2:13]([CH2:15][NH2:16])[OH:14].[CH2:17]1COCC1>>[OH:14][CH:13]([CH3:17])[CH2:15][NH:16][C:11]([NH:10][C:7]1[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][CH:8]=1)=[O:12]

Participants

4

Reactant 3

HCID 700EthanolamineHCID 8028TetrahydrofuranHCID 66012Benzene, 1-isocyanato-4-nitro-

Product 1

HCID 45856126HCID 45856126, compound

Procedure

4-Nitrophenyl isocyanate (45 grams, 0.27 mol) was added dropwise to a solution of ethanolamine (16.7 grams, 0.27 mol) in THF (200 mL) with stirring. After the addition was complete, stirring was continued for three hours. The precipitate was filtered off and washed repeatedly with THF. N-(2-hydroxypropyl)-N'-(4-nitrophenyl) urea was prepared similarly using amino-2-propanol. This product was used in cases where a secondary alcohol was required at the acceptor end of the dye.

Workup

  1. additionAfter the addition
  2. stirringstirring
  3. filtrationThe precipitate was filtered off
  4. washwashed repeatedly with THF

Sources & evidence

ORD record
ord-2d758cd6a18640478ab5f83639982377
Source dataset
uspto-grants-1993_10
Patent number
US05256784

Reaction notes

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