Acetic Acid → HCID 67922900, compound

HRID 1494285Notes

Reaction equation

HRID 1494285 reaction equation
[N+:1]([C:4]1[C:5]([NH2:14])=[C:6]([OH:13])[CH:7]=[CH:8][C:9]=1CCBr)([O-:3])=[O:2].O.[C:16](O)(=O)[CH3:17].[NH:20]([CH2:24][CH2:25][OH:26])[CH2:21][CH2:22][OH:23]>>[N+:1]([C:4]1[C:5]([NH:14][CH2:16][CH3:17])=[C:6]([OH:13])[CH:7]=[CH:8][C:9]=1[N:20]([CH2:24][CH2:25][OH:26])[CH2:21][CH2:22][OH:23])([O-:3])=[O:2]

Participants

5

Reactant 4

HCID 176Acetic AcidHCID 962WaterHCID 8113DiethanolamineHCID 19827420HCID 19827420, compound

Product 1

HCID 67922900HCID 67922900, compound

Procedure

5.2 g (0.02 mol) of 3-nitro-4-(β-bromoethyl)-aminophenol are heated for 1 hour, at 60° C., in 20 ml of diethanolamine. The reaction medium is poured into 100 g of iced water and the solution is then neutralised with acetic acid. After one night at 0° C., the expected product, which has precipitated, is filtered off. After washing with a small amount of iced water and drying in vacuo, the product is recrystallised from ethyl acetate. It melts at 115° C.

Workup

  1. waitAfter one night at 0° C.
  2. customthe expected product, which has precipitated
  3. filtrationis filtered off
  4. washAfter washing with a small amount of iced water
  5. customdrying in vacuo
  6. customthe product is recrystallised from ethyl acetate

Sources & evidence

ORD record
ord-3b651081e70a4ac5b524c270984aa647
Source dataset
uspto-grants-1991_06
Patent number
US05026401

Reaction notes

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