Ethanolamine → HCID 12852044, compound

HRID 1156323Notes

Reaction equation

HRID 1156323 reaction equation
[Cl:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8]CC)=O)=[C:4]([NH:13][C:14]([O:16]CC)=O)[CH:3]=1.[NH2:19][CH2:20][CH2:21][OH:22]>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]2[C:5]([C:6](=[O:8])[N:19]([CH2:20][CH2:21][OH:22])[C:14](=[O:16])[NH:13]2)=[CH:11][CH:12]=1

Participants

4

Reactant 2

HCID 700EthanolamineHCID 12852043HCID 12852043, compound

Product 1

HCID 12852044HCID 12852044, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 40 parts of ethyl 4-chloro-2-[(ethoxycarbonyl)amino]benzoate and 10 parts of 2-aminoethanol is stirred and heated to 160°-170° C. while the formed ethanol is distilled off. After stirring for about 30 minutes, the mixture is cooled and 2-propanol is added. The solid product is filtered off and dried, yielding 23 parts (64%) of 7-chloro-3-(2-hydroxyethyl)-2,4(1H,3H)-quinazolinedione.

Workup

  1. distillationis distilled off
  2. stirringAfter stirring for about 30 minutes
  3. temperaturethe mixture is cooled
  4. addition2-propanol is added
  5. filtrationThe solid product is filtered off
  6. customdried

Sources & evidence

ORD record
ord-8e251a68c5544bf98b553b768c1ab1b3
Source dataset
uspto-grants-1982_06
Patent number
US04335127

Reaction notes

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