Ethanol → HCID 137175503, compound

HRID 652097Notes

Reaction equation

HRID 652097 reaction equation
Cl.[NH2:2][OH:3].[OH-].[K+].[CH3:6][N:7]1[C:11]([NH:12][CH2:13][CH2:14][CH2:15][O:16][C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([CH2:23][N:24]3[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]3)[CH:18]=2)=[N:10][C:9]([CH2:30][CH2:31][C:32]([OH:34])=[O:33])=[N:8]1.[CH2:35]([OH:37])[CH3:36]>>[C:32]([OH:34])(=[O:33])/[CH:31]=[CH:36]/[C:35]([OH:3])=[O:37].[CH3:6][N:7]1[C:11]([NH:12][CH2:13][CH2:14][CH2:15][O:16][C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([CH2:23][N:24]3[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29]3)[CH:18]=2)=[N:10][C:9]([CH:30]=[N:2][OH:3])=[N:8]1.[CH3:6][N:7]1[C:11]([NH:12][CH2:13][CH2:14][CH2:15][O:16][C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([CH2:23][N:24]3[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29]3)[CH:18]=2)=[N:10][C:9]([CH:30]=[N:2][OH:3])=[N:8]1

Participants

5

Reactant 4

HCID 702Ethanol2×HCID 14797Potassium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 20199126HCID 20199126, compound

Product 1

HCID 137175503HCID 137175503, compound

Procedure

A solution of hydroxylamine hydrochloride (0.36 g) in ethanol (20 ml) was treated with potassium hydroxide (0.28 g). A solution of 1-methyl-5-[[3-[3-(1-piperidinylmethyl)phenoxy]propyl]amino]-1H-1,2,4-triazole-3-carboxaldehyde (A) (1.5 g) in ethanol (20 ml) was added. The mixture was stirred for 15 minutes and then filtered. The filtrate was evaporated and the residue was dissolved in chloroform and washed with water. The organic solution was dried, filtered and evaporated and the solid residue was dissolved in ethyl acetate/ethanol and treated with a solution of fumaric acid in ethyl acetate/ethanol, to give the title compound (0.05 g) m.p. 173°-4°.

Workup

  1. filtrationfiltered
  2. customThe filtrate was evaporated
  3. dissolutionthe residue was dissolved in chloroform
  4. washwashed with water
  5. customThe organic solution was dried
  6. filtrationfiltered
  7. customevaporated
  8. dissolutionthe solid residue was dissolved in ethyl acetate/ethanol
  9. additiontreated with a solution of fumaric acid in ethyl acetate/ethanol

Sources & evidence

ORD record
ord-dfb97317c9e045f2bfa73c283d68c13b
Source dataset
uspto-grants-1987_06
Patent number
US04670448

Reaction notes

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