Ethanol → HCID 58158130, compound

HRID 1916259Notes

Reaction equation

HRID 1916259 reaction equation
[OH:1][CH2:2][CH2:3][O:4][C:5]1[CH:12]=[CH:11][C:8]([CH:9]=O)=[CH:7][CH:6]=1.[NH2:13][C:14]1[NH:19][CH2:18][NH:17]CC=1.[C:20](#[N:24])[CH2:21][C:22]#[N:23].CN1CC[O:29]CC1.[CH2:32]([OH:34])[CH3:33]>O>[NH2:23][C:22]1[C:21]([C:20]#[N:24])=[C:9]([C:8]2[CH:11]=[CH:12][C:5]([O:4][CH2:3][CH2:2][OH:1])=[CH:6][CH:7]=2)[C:33]2[C:32](=[O:34])[NH:13][C:14](=[O:29])[NH:19][C:18]=2[N:17]=1

Participants

7

Reactant 5

HCID 702EthanolHCID 79724-MethylmorpholineHCID 8010MalononitrileHCID 89178Benzaldehyde, 4-(2-hydroxyethoxy)-HCID 66932767HCID 66932767, compound

Product 1

HCID 58158130HCID 58158130, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

100 mg (0.602 mmol) of 4-(2-hydroxyethoxy)benzaldehyde, 76 mg (0.602 mmol) of 6-amino-1,2,3,4-tetrahydropyrimidine and 40 mg (0.602 mmol) of malononitrile were initially charged in 2 ml of ethanol, 0.13 ml (122 mg, 1.204 mmol) of 4-methylmorpholine was added and the mixture was stirred at reflux overnight. The reaction mixture was cooled, and about 20 ml of water were then added. The precipitate formed was filtered off and dried. The crude product was used without further purification for the subsequent reaction.

Workup

  1. temperatureat reflux overnight
  2. temperatureThe reaction mixture was cooled
  3. customThe precipitate formed
  4. filtrationwas filtered off
  5. customdried
  6. customThe crude product was used without further purification for the subsequent reaction

Sources & evidence

ORD record
ord-61db4b95d97b431a8f10b164ad6b33e3
Source dataset
uspto-grants-2013_12
Patent number
US08618119B2

Reaction notes

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