4-[(4,5-Diamino-4H-1,2,4-triazol-3-yl)methyl]phenol → HCID 135788273, compound

HRID 1822911Notes

Reaction equation

HRID 1822911 reaction equation
[ClH:1].[CH2:2]([N:4]([CH2:20][CH3:21])[CH2:5][CH2:6][C:7]1[C:8]([CH3:19])=[C:9]2[C:13](=[C:14]([CH3:16])[CH:15]=1)[NH:12][C:11](=O)[C:10]2=O)[CH3:3].[NH2:22][N:23]1[C:27]([NH2:28])=[N:26][N:25]=[C:24]1[CH2:29][C:30]1[CH:35]=[CH:34][C:33]([OH:36])=[CH:32][CH:31]=1>C(O)CO.O>[ClH:1].[CH2:2]([N:4]([CH2:20][CH3:21])[CH2:5][CH2:6][C:7]1[C:8]([CH3:19])=[C:9]2[C:13](=[C:14]([CH3:16])[CH:15]=1)[NH:12][C:11]1[C:10]2=[N:22][N:23]2[C:24]([CH2:29][C:30]3[CH:35]=[CH:34][C:33]([OH:36])=[CH:32][CH:31]=3)=[N:25][N:26]=[C:27]2[N:28]=1)[CH3:3]

Participants

5

Reactant 2

HCID 219193134-[(4,5-Diamino-4H-1,2,4-triazol-3-yl)methyl]phenolHCID 22169660HCID 22169660, compound

Product 1

HCID 135788273HCID 135788273, compound

Reagents, catalysts & solvents 2

HCID 174Ethylene GlycolSolventHCID 962WaterSolvent

Procedure

0.60 mmol of 5-(2-Diethylamino-ethyl)-4,7-dimethyl-1H-indole-2,3-dione hydrochloride (186.5 mg) and 0.70 mmol of 4-(4,5-diamino-4H-[1,2,4]triazol-3-ylmethyl)-phenol (144 mg) in 1.5 mL of ethylene glycol was stirred at 125° C. for 1 day. The mixture was cooled to room temperature, diluted with water (5 mL), stirred for 10 min. Allowed to crystallize in a refrigerator (+5° C.) overnight. The precipitated product was collected by filtration, washed with water (3×1 mL) and dried on high vacuum.

Workup

  1. customAllowed to crystallize in a refrigerator (+5° C.) overnight
  2. filtrationThe precipitated product was collected by filtration
  3. washwashed with water (3×1 mL)
  4. customdried on high vacuum

Sources & evidence

ORD record
ord-438fbee4f60e40839daa7e53ec9d727b
Source dataset
uspto-grants-2006_05
Patent number
US07037909B2

Reaction notes

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