1,1'-Carbonyldiimidazole → HCID 53878507, compound

HRID 2106616Notes

Reaction equation

HRID 2106616 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([N:8]2[CH:12]=[N:11][C:10]([O:13][CH:14]([C:16]([OH:18])=O)[CH3:15])=[N:9]2)[CH:5]=[CH:6][CH:7]=1.C(N1C=CN=C1)(N1C=CN=C1)=O.[CH:31]1([NH2:34])[CH2:33][CH2:32]1>CN(C)C=O>[Br:1][C:2]1[CH:3]=[C:4]([N:8]2[CH:12]=[N:11][C:10]([O:13][CH:14]([C:16]([NH:34][CH:31]3[CH2:33][CH2:32]3)=[O:18])[CH3:15])=[N:9]2)[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 682631,1'-CarbonyldiimidazoleHCID 69828CyclopropylamineHCID 15016276HCID 15016276, compound

Product 1

HCID 53878507HCID 53878507, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Three g of the compound of Example 38 was dissolved in 20 ml of dimethylformamide, 2.4 g of carbonyldiimidazole was added, and the solution was stirred at room temperature for 20 minutes. To it was added 1.1 g of cyclopropylamine, and the mixture was stirred for 16 hours more. It was then poured over ice-water, and the product was collected, dried and recrystallized from ethanol to obtain 2.1 g of the desired product, m.p. 134°-135°.

Workup

  1. stirringthe mixture was stirred for 16 hours more
  2. customthe product was collected
  3. customdried
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-38a0e6d26acc44e79bdb5b6f00fc9919
Source dataset
uspto-grants-1990_06
Patent number
US04931083

Reaction notes

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