Ethanolamine → HCID 18706827, compound

HRID 1468608Notes

Reaction equation

HRID 1468608 reaction equation
Cl[C:2]1[C:7]([NH2:8])=[C:6]([Cl:9])[N:5]=[C:4]([NH2:10])[N:3]=1.[CH2:11]([CH2:13][NH2:14])[OH:12]>C(O)C>[NH2:10][C:4]1[N:3]=[C:2]([NH:14][CH2:13][CH2:11][OH:12])[C:7]([NH2:8])=[C:6]([Cl:9])[N:5]=1

Participants

4

Reactant 2

HCID 700EthanolamineHCID 3010392,5-Diamino-4,6-dichloropyrimidine

Product 1

HCID 18706827HCID 18706827, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
105 °C

Procedure

A mixture of 4,6-dichloropyrimidine-2,5-diamine (28 g, 156 mmol), ethanolamine (18 ml, 312 mmol) and ethanol (250 ml) were heated at 100-110° C. for 16 hours. The mixture was cooled and solvent was removed. To the residue methanol (100 ml) was added and stirred for 20 minutes. The solid was filtered off to obtain 2-[(2,5-diamino-6-chloro-pyrimidin-4-yl)amino]ethanol (22.0 g, 70%).

Workup

  1. temperatureThe mixture was cooled
  2. customsolvent was removed
  3. additionTo the residue methanol (100 ml) was added
  4. filtrationThe solid was filtered off

Sources & evidence

ORD record
ord-91f813d2a30a41c88ff9cc054e6507e6
Source dataset
uspto-grants-2015_04
Patent number
US09006177B2

Reaction notes

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