Dichloromethane → HCID 15085583, compound

HRID 1607525Notes

Reaction equation

HRID 1607525 reaction equation
[Na].[CH3:2][N:3]1[C:8](=[O:9])[C:7]2[S:10][CH:11]=[CH:12][C:6]=2[N:5]2[CH:13]=[N:14][C:15]([C:16]([O:18]CC)=O)=[C:4]12.[CH:21]1([C:24](=[N:26]O)[NH2:25])[CH2:23][CH2:22]1.C(Cl)Cl>C(O)C>[CH:21]1([C:24]2[N:26]=[C:16]([C:15]3[N:14]=[CH:13][N:5]4[C:6]5[CH:12]=[CH:11][S:10][C:7]=5[C:8](=[O:9])[N:3]([CH3:2])[C:4]=34)[O:18][N:25]=2)[CH2:23][CH2:22]1

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 2794666N'-HydroxycyclopropanecarboximidamideHCID 5360545SodiumHCID 15085587HCID 15085587, compound

Product 1

HCID 15085583HCID 15085583, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Sodium (50 mg) was dissolved in dry ethanol (20 ml). Ethyl 4,5-dihydro-4-methyl-5-oxo-imidazo[1,5-a]thieno[2,3-e]-pyrimidine-3-carboxylate (0,55 g, 2 mmole), cyclopropanecarboxamide oxime (0,5 g, 5 mmole), and 5 g crushed mol. sieves 4 Å were added. The mixture was refluxed for 6 hours, then cooled to room temperature, where methylene chloride was added (30 ml). The mol. sieves were filtered off and the filtrate was reduced to 5 ml by evaporation in vacuo. Addition of water (25 ml) afforded a crystalline precipitate of the title compound which was collected by filtration. M.p. 215°-21° C. (Compound 8).

Workup

  1. additionsieves 4 Å were added
  2. temperatureThe mixture was refluxed for 6 hours
  3. filtrationsieves were filtered off
  4. customthe filtrate was reduced to 5 ml by evaporation in vacuo
  5. additionAddition of water (25 ml)

Sources & evidence

ORD record
ord-e8a816a4ddb743269c223f6441179018
Source dataset
uspto-grants-1989_09
Patent number
US04866065

Reaction notes

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