Ethanolamine → HCID 15453507, compound

HRID 1935460Notes

Reaction equation

HRID 1935460 reaction equation
[CH2:1]([CH2:3][NH2:4])[OH:2].C(O[CH:8]=[N:9][C:10]1[S:19][C:13]2[CH2:14][N:15]([CH3:18])[CH2:16][CH2:17][C:12]=2[C:11]=1[C:20](OCC)=[O:21])C>C(O)C>[OH:2][CH2:1][CH2:3][N:4]1[C:20](=[O:21])[C:11]2[C:12]3[CH2:17][CH2:16][N:15]([CH3:18])[CH2:14][C:13]=3[S:19][C:10]=2[N:9]=[CH:8]1

Participants

4

Reactant 2

HCID 700EthanolamineHCID 54312022HCID 54312022, compound

Product 1

HCID 15453507HCID 15453507, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

17.6 ml (292 mmol) of ethanolamine were added to 86.4 g (292 mmol) of 2-ethoxymethyleneamino-3-carboethoxy-6-methyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine in 200 ml of ethanol and the mixture was boiled at reflux for 2 h. The mixture was then evaporated in vacuo and the residue was taken up in 30 ml of ethyl acetate while stirring. The solids which precipitated out overnight were filtered off with suction and rewashed with a little ethyl acetate. After recrystallizing from ethanol, 48.0 g (62%) of product having a m.p. of 163-165° C. were isolated.

Workup

  1. temperatureat reflux for 2 h
  2. customThe mixture was then evaporated in vacuo
  3. customThe solids which precipitated out overnight
  4. filtrationwere filtered off with suction
  5. customAfter recrystallizing from ethanol, 48.0 g (62%) of product
  6. customwere isolated

Sources & evidence

ORD record
ord-de60720c4ec54727a8dcded7bdc5a2be
Source dataset
uspto-grants-2002_05
Patent number
US06387912B1

Reaction notes

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