Iodoethane → HCID 15432855, compound

HRID 2297594Notes

Reaction equation

HRID 2297594 reaction equation
[NH2:1][C:2]1[N:7]2[NH:8][C:9]([CH2:11][O:12][CH2:13][C:14]3[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=3)=[N:10][C:6]2=[N:5][C:4](=[O:22])[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:29](I)[CH3:30]>CN(C)C=O>[NH2:1][C:2]1[N:7]2[N:8]=[C:9]([CH2:11][O:12][CH2:13][C:14]3[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=3)[N:10]=[C:6]2[N:5]([CH2:29][CH3:30])[C:4](=[O:22])[CH:3]=1

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 178491397HCID 178491397, compound

Product 1

HCID 15432855HCID 15432855, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

145.6 g of 7-amino-2-[(4-methoxybenzyloxy)methyl]-s-triazolo[1,5-a]pyrimidin-5-one is dissolved in 1500 ml of dimethylformamide and mixed with 76.8 g of potassium carbonate. After the addition of 45.2 ml of ethyl iodide the mixture is stirred for about 1.5 days at ambient temperature. For working up, the dimethylformamide is distilled off in vacuo and the residue remaining is taken up in 500 ml of water (distilled), 500 ml of saturated NaCl solution and 1000 ml of dichloromethane. After separation of the organic phase the aqueous phase remaining is extracted three more times with 200 ml of dichloromethane. The combined organic phases are dried over magnesium sulphate and then freed from solvent. About 180 g of a solid remain, which is used in the next step without further purification.

Workup

  1. distillationthe dimethylformamide is distilled off in vacuo
  2. customAfter separation of the organic phase the aqueous phase
  3. extractionremaining is extracted three more times with 200 ml of dichloromethane
  4. dry with materialThe combined organic phases are dried over magnesium sulphate
  5. customwhich is used in the next step without further purification

Sources & evidence

ORD record
ord-084d5049f9994021863d46e0d067bab6
Source dataset
uspto-grants-2002_12
Patent number
US06492377B1

Reaction notes

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