1,1'-Carbonyldiimidazole → HCID 23317332, compound

HRID 1982137Notes

Reaction equation

HRID 1982137 reaction equation
[NH2:1][C:2]1[CH:18]=[CH:17][CH:16]=[CH:15][C:3]=1[CH2:4][C:5]1[N:9]=[C:8]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[NH:7][N:6]=1.[C:19](N1C=CN=C1)(N1C=CN=C1)=[O:20]>C(Cl)Cl>[CH2:13]([O:12][C:10]([C:8]1[N:9]=[C:5]2[CH2:4][C:3]3[CH:15]=[CH:16][CH:17]=[CH:18][C:2]=3[NH:1][C:19](=[O:20])[N:6]2[N:7]=1)=[O:11])[CH3:14]

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 178470229HCID 178470229, compound

Product 1

HCID 23317332HCID 23317332, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 13.96 g of 3-(o-aminobenzyl)-5-ethoxycarbonyl-1,2,4-triazole, 410 ml of methylene chloride and 9.19 g of 1,1'-carbonyldimidazole is stirred at room temperature for 2 days and filtered. The filtrate is washed with water, dried over magnesium sulfate, decolorized with charcoal, evaporated to a small volume and diluted with ether. The product is filtered off and recrystallized from tetrahydrofuran to give 2-ethoxycarbonyl-11H-1,2,4-triazolo[2,3-c][1,3]benzodiazepine-5(6H)-one, m.p. 216°-220° (intermediate 6/b).

Workup

  1. filtrationfiltered
  2. washThe filtrate is washed with water
  3. dry with materialdried over magnesium sulfate
  4. customevaporated to a small volume
  5. additiondiluted with ether
  6. filtrationThe product is filtered off
  7. customrecrystallized from tetrahydrofuran

Sources & evidence

ORD record
ord-4b0725261fa44f1e969c88f053442ce6
Source dataset
uspto-grants-1986_06
Patent number
US04595535

Reaction notes

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