1,1'-Carbonyldiimidazole → HCID 178458116, compound

HRID 621808Notes

Reaction equation

HRID 621808 reaction equation
[Br:1][C:2]1[C:3]([O:18][CH:19]([CH3:21])[CH3:20])=[C:4]([C:15](O)=[O:16])[N:5]([CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:6]=1[Br:7].C(N1C=CN=C1)(N1C=CN=C1)=O.[NH2:34][C:35]1[NH:39][N:38]=[N:37][N:36]=1>>[Br:1][C:2]1[C:3]([O:18][CH:19]([CH3:21])[CH3:20])=[C:4]([C:15]([NH:34][C:35]2[NH:39][N:38]=[N:37][N:36]=2)=[O:16])[N:5]([CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:6]=1[Br:7]

Participants

4

Reactant 3

HCID 682631,1'-CarbonyldiimidazoleHCID 14154269HCID 14154269, compoundHCID 178509299HCID 178509299, compound

Product 1

HCID 178458116HCID 178458116, compoundYield 49.6%

Procedure

Prepared by the method described in Example 115 from 4,5-dibromo-3-(1-methylethoxy)-1-(phenylmethyl)-1H-pyrrole-2-carboxylic acid (2.1 g, 0.005 moles), 1,1'-carbonyldiimidazole (0.9 g, 0.0055 moles), and 5-aminotetrazole (0.43 g, 0.005 moles). Recrystallization from acetonitrile gave the product (1.2 g); mp 199°-205° C.

Workup

  1. customPrepared by the method
  2. customRecrystallization from acetonitrile

Sources & evidence

ORD record
ord-bed72c6d4e264611bf7a9b61d28c498e
Source dataset
uspto-grants-1989_04
Patent number
US04824958

Reaction notes

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