1,1'-Carbonyldiimidazole → HCID 20058388, compound

HRID 2050511Notes

Reaction equation

HRID 2050511 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[C:9]1[N:14]2[N:15]=[C:16]([CH3:21])[C:17]([C:18]([NH2:20])=[O:19])=[C:13]2[NH:12][CH2:11][CH:10]=1.[C:22](N1C=CN=C1)(N1C=CN=C1)=[O:23]>O1CCOCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[C:9]1[N:14]2[C:13]3[N:12]([C:22](=[O:23])[NH:20][C:18](=[O:19])[C:17]=3[C:16]([CH3:21])=[N:15]2)[CH2:11][CH:10]=1

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 135621395HCID 135621395, compound

Product 1

HCID 20058388HCID 20058388, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a 3.0 g amount of 7-(2,5-dichlorophenyl)-4,5-dihydro-2-methylpyrazolo(1,5-a)pyrimidine-3-carboxamide (Example 9) suspended and stirred in 100 ml of dry p-dioxane, under nitrogen is added 8.0 g of 1,1'-carbonyldiimidazole. The mixture is evaporated to dryness in vacuo and the residue is treated with water to decompose the excess 1,1'-carbonyldiimidazole. The remaining solid is collected by filtration, then stirred with 50 ml of tetrahydrofuran. The solid is collected and dried to give 1.6 g of the desired product as a white solid. The product is recrystallized from ethanol-acetonitrile and gives mp 205-209° C.

Workup

  1. customThe mixture is evaporated to dryness in vacuo
  2. additionthe residue is treated with water
  3. filtrationThe remaining solid is collected by filtration
  4. customThe solid is collected
  5. customdried

Sources & evidence

ORD record
ord-101002ae492f40dbb52c362eca5b81e0
Source dataset
uspto-grants-1991_05
Patent number
US05013737

Reaction notes

Loading…