Imidazole → HCID 178514066, compound

HRID 49423

Reaction equation

HRID 49423 reaction equation
C1N=C[N:3]([C:6]([N:8]2C=N[CH:10]=[CH:9]2)=[O:7])C=1.N1C=CN=C1.N[C:19]1[CH:24]=[CH:23][C:22]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[CH:21][CH:20]=1.N[C:32]1[CH:37]=[CH:36]C=C[C:33]=1[C:38]1[NH:42][N:41]=[N:40][N:39]=1>O1CCCC1>[C:22]1([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:23]=[CH:24][CH:19]=[CH:20][C:21]=1[C:37]1[CH:36]=[CH:10][C:9]([NH:8][C:6]([NH2:3])=[O:7])=[C:33]([C:38]2[NH:42][N:41]=[N:40][N:39]=2)[CH:32]=1

Participants

6

Reactant 4

HCID 795ImidazoleHCID 71024-AminobiphenylHCID 682631,1'-CarbonyldiimidazoleHCID 178507487HCID 178507487, compound

Product 1

HCID 178514066HCID 178514066, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of N,N-carbonyldiimidazole (0.96 g, 5.0 mmol) and imidazole (0.68 g, 10 mmol) in tetrahydrofuran (10 mL) at 0° C. was added 4-aminobiphenyl (1.0 g, 5.9 mmol) in tetrahydrofuran (10 mL). After stirring at 0° C. for 10 min 5-(2-aminophenyl)tetrazole (1.14 g, 7.1 mmol) was added. The reaction was stirred for another 4 hours and filtered. The filtrate was evaporated to dryness and the crude product purified by column chromatography. A yield of 0.28 g was obtained. M.p. 224-226° C.

Workup

  1. additionwas added
  2. filtrationfiltered
  3. customThe filtrate was evaporated to dryness
  4. customthe crude product purified by column chromatography
  5. customA yield of 0.28 g was obtained

Sources & evidence

ORD record
ord-273b9f0001fb4066ad77f9187b185bfa
Source dataset
uspto-grants-2004_03
Patent number
US06706749B2

Linked notes

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