Ethanolamine → HCID 22464549, compound

HRID 1274992Notes

Reaction equation

HRID 1274992 reaction equation
[CH2:1]([CH2:3][NH2:4])[OH:2].C(O[CH:8]=[N:9][C:10]1[S:18][C:17]2[CH2:16][CH2:15][N:14]([CH2:19][CH3:20])[CH2:13][C:12]=2[C:11]=1[C:21](OCC)=[O:22])C>C(O)C>[OH:2][CH2:1][CH2:3][N:4]1[C:21](=[O:22])[C:11]2[C:12]3[CH2:13][N:14]([CH2:19][CH3:20])[CH2:15][CH2:16][C:17]=3[S:18][C:10]=2[N:9]=[CH:8]1

Participants

4

Reactant 2

HCID 700EthanolamineHCID 54376764HCID 54376764, compound

Product 1

HCID 22464549HCID 22464549, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5.0 ml (81 mM [sic]) of ethanolamine were added to 17.0 g (55 mM [sic]) of 2-ethoxymethyleneamino-3-carboethoxy-5-ethyl-4,5,6,7-tetrahydrothieno[3,2-c]pyridine in 130 ml of ethanol and then refluxed for 2 h. The mixture was then concentrated to a volume of about 50 ml and stirred in an ice bath. The precipitated fine solid was filtered off with suction and washed with cold ethyl acetate. 10.5 g (63%) of pale brown product were isolated.

Workup

  1. temperaturerefluxed for 2 h
  2. concentrationThe mixture was then concentrated to a volume of about 50 ml
  3. filtrationThe precipitated fine solid was filtered off with suction
  4. washwashed with cold ethyl acetate

Sources & evidence

ORD record
ord-a262f91432e34caab2f8a452ce41406d
Source dataset
uspto-grants-2000_12
Patent number
US06159981

Reaction notes

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