Hydrochloric Acid → HCID 178491031, compound

HRID 1067385Notes

Reaction equation

HRID 1067385 reaction equation
[NH2:1][C:2]1[N:6]=[CH:5][NH:4][N:3]=1.Cl.[CH:8]1([O:13][C:14]2[CH:15]=[C:16]([CH:19]=[CH:20][C:21]=2[O:22][CH3:23])[CH:17]=O)[CH2:12][CH2:11][CH2:10][CH2:9]1.C([BH3-])#N.[Na+]>CO>[CH:8]1([O:13][C:14]2[CH:15]=[C:16]([CH:19]=[CH:20][C:21]=2[O:22][CH3:23])[CH2:17][NH:1][C:2]2[N:6]=[CH:5][NH:4][N:3]=2)[CH2:9][CH2:10][CH2:11][CH2:12]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 27358933-Cyclopentyloxy-4-methoxybenzaldehydeHCID 5003444Sodium cyanoborohydrideHCID 178418311HCID 178418311, compound

Product 1

HCID 178491031HCID 178491031, compoundYield 23%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred solution of 3-amino-1,2,4-triazole (1.5 g, 0.018 mol), 7.5 ml of 1N HCl, and 50 ml of methanol was added 3-cyclopentyloxy-4-methoxybenzaldehyde (3.3 g, 0.015 mol) and sodium cyanoborohydride (0.945 g, 0.015 mol). A precipitate formed slowly and after 20 hours the precipitate was filtered and recrystallized from methanol (135 ml) to give 1.0 g (0.0034 mol, 23%) of the title compound, mp 203-204° C.

Workup

  1. customA precipitate formed slowly and after 20 hours the precipitate
  2. filtrationwas filtered
  3. customrecrystallized from methanol (135 ml)

Sources & evidence

ORD record
ord-3329f68bfe7942af99c5d5f793058379
Source dataset
uspto-grants-2001_06
Patent number
US06248769B1

Reaction notes

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