Formaldehyde → Benzoxazines

HRID 2174590Notes

Reaction equation

HRID 2174590 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:8]([NH2:11])[CH:9]=C.C=O>>[O:7]1[C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=2[CH:9]=[CH:8][NH:11]1

Participants

4

Reactant 3

HCID 712FormaldehydeHCID 996PhenolHCID 7853Allylamine

Product 1

HCID 17845026BenzoxazinesYield 82.1%

Procedure

At room temperature, phenol, allyl amine and paraformaldehyde were added according to the molar ratio of phenolic hydroxyl group:amine group:aldehyde group of 1:1:2. After being homogeneously stirred, the mixture was heated to a molten state, reacted for 4 h and placed in a cooling unit to obtain a yellowish, translucent viscous body. The viscous body was washed, purified and dried to obtain a benzoxazine intermediate having the following structural formula, wherein the yield is 82.1%.

Workup

  1. temperaturethe mixture was heated to a molten state
  2. customreacted for 4 h
  3. customto obtain a yellowish, translucent viscous body
  4. washThe viscous body was washed
  5. custompurified
  6. customdried

Sources & evidence

ORD record
ord-b29a7bfe53b64f9c89148d963c53caef
Source dataset
uspto-grants-2015_06
Patent number
US09062011B2

Reaction notes

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