Hydrochloric Acid → HCID 19913991, compound

HRID 2351552Notes

Reaction equation

HRID 2351552 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][NH:13][CH2:14][CH:15]([OH:45])[CH2:16][O:17][C:18]2[N:19]=[N:20][C:21]([NH:24][NH:25][C:26](C3C=CC=CC=3)([C:33]3C=CC=CC=3)[C:27]3C=CC=CC=3)=[CH:22][CH:23]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[ClH:46]>CO.CC(C)=O>[ClH:46].[ClH:46].[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][NH:13][CH2:14][CH:15]([OH:45])[CH2:16][O:17][C:18]2[N:19]=[N:20][C:21]([NH:24][N:25]=[C:26]([CH3:27])[CH3:33])=[CH:22][CH:23]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 15020481HCID 15020481, compound

Product 1

HCID 19913991HCID 19913991, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 887MethanolSolvent

Procedure

A solution of 3-[3-[[2-(3,4-dimethoxyphenyl)ethyl]amino]-2-hydroxypropoxy]-6-(2-triphenylmethylhydrazino)pyridazine (330 g) and 37% hydrochloric acid (0.12 liter) in methanol (0.5 liter) and acetone (0.5 liter) was heated at reflux for 3 hours, then the solvent was evaporated under vacuum. The residue was diluted with n-butanol (100 ml), evaporated to dryness and triturated with acetone (1 liter) to afford 235 g of crude product which was dissolved in hot methanol (0.65 liter). The solution was filtered and diluted, while hot, with acetone (1.6 liter).

Workup

  1. temperatureat reflux for 3 hours
  2. customthe solvent was evaporated under vacuum
  3. additionThe residue was diluted with n-butanol (100 ml)
  4. customevaporated to dryness
  5. customtriturated with acetone (1 liter)

Sources & evidence

ORD record
ord-e4899b49d66b4faa99e81135238d849c
Source dataset
uspto-grants-1989_10
Patent number
US04873328

Reaction notes

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