Tetrahydrofuran → HCID 86760089, compound

HRID 1826690Notes

Reaction equation

HRID 1826690 reaction equation
[CH3:1][CH:2]1[CH2:8][C:7]2[CH:9]=[C:10]3[O:15][CH2:14][O:13][C:11]3=[CH:12][C:6]=2[C:5]([C:16]2[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[C:18]([CH3:25])[CH:17]=2)=[N:4][NH:3]1.[C:26](N1C=CN=C1)([N:28]1[CH:32]=[CH:31][N:30]=[CH:29]1)=[O:27].[O:38]1CCCC1>O>[CH3:1][CH:2]1[CH2:8][C:7]2[CH:9]=[C:10]3[O:15][CH2:14][O:13][C:11]3=[CH:12][C:6]=2[C:5]([C:16]2[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[C:18]([CH3:25])[CH:17]=2)=[N:4][N:3]1[C:26]([OH:27])=[O:38].[N-:28]1[CH:32]=[CH:31][N:30]=[CH:29]1

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 682631,1'-CarbonyldiimidazoleHCID 11267772HCID 11267772, compound

Product 1

HCID 86760089HCID 86760089, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3.37 g (10.0 millimoles) of (±)-7,8-dihydro-8-methyl-5-(3-methyl-4-nitro-phenyl)-9H-1,3-dioxolo[4,5-h][2,3]benzodiazepine, 1.95 g (12.0 millimoles) of 1,1′-carbonyl-diimidazole and 75 ml of anhydrous tetrahydrofurane is stirred under boiling for 20 hours. The reaction mixture is cooled with icecold water. The precipitated product is filtered and washed with 50 ml of diethyl ether. Thus 3.55 g of the desired product are obtained, yield 82%, mp.: 223–226° C.

Workup

  1. filtrationThe precipitated product is filtered
  2. washwashed with 50 ml of diethyl ether

Sources & evidence

ORD record
ord-08ac685db91c40c183c585b84a19b80f
Source dataset
uspto-grants-2006_05
Patent number
US07053082B1

Reaction notes

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