1-Hydroxybenzotriazole → HCID 178440954, compound

HRID 2301818Notes

Reaction equation

HRID 2301818 reaction equation
[C:1]([C:5]1[CH:41]=[CH:40][C:8]([C:9]([NH:11][C:12]2[C:13]([NH:18][C:19]([C:21]3[CH:22]=[CH:23][C:24]4[N:28]=[CH:27][N:26](S(C5C=CC(C)=CC=5)(=O)=O)[C:25]=4[CH:39]=3)=[O:20])=[CH:14][CH:15]=[CH:16][CH:17]=2)=[O:10])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].C1C=CC2N(O)N=NC=2C=1>C1COCC1>[N:26]1[C:25]2[CH:39]=[C:21]([C:19]([NH:18][C:13]3[C:12]([NH:11][C:9](=[O:10])[C:8]4[CH:7]=[CH:6][C:5]([C:1]([CH3:3])([CH3:2])[CH3:4])=[CH:41][CH:40]=4)=[CH:17][CH:16]=[CH:15][CH:14]=3)=[O:20])[CH:22]=[CH:23][C:24]=2[NH:28][CH:27]=1

Participants

4

Reactant 2

HCID 757711-HydroxybenzotriazoleHCID 54334556HCID 54334556, compound

Product 1

HCID 178440954HCID 178440954, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a stirring solution of N2-(4-t-butylbenzoyl)-N1-(1-tosylbenzimidazol-6-ylcarbonyl)-1,2-benzenediamine (360 mg, 0.63 mmol) in THF (10 mL) was added HOBT (1.36 g, 10 mmol). After stirring for 24 h, the solvent was removed in vacuo. The residue was dissolved in dichloromethane and washed with satd aq NaHCO3. The organic phase was allowed to stand overnight, and the resulting precipitate was filtered and dried to give 140 mg (54%) of white solid.

Workup

  1. customthe solvent was removed in vacuo
  2. dissolutionThe residue was dissolved in dichloromethane
  3. washwashed with satd aq NaHCO3
  4. waitto stand overnight
  5. filtrationthe resulting precipitate was filtered
  6. customdried

Sources & evidence

ORD record
ord-5314ad4b13a449728f17b92b9e37be5e
Source dataset
uspto-grants-2002_12
Patent number
US06500851B2

Reaction notes

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