Hydrochloric Acid → HCID 73794472, compound

HRID 1730508Notes

Reaction equation

HRID 1730508 reaction equation
[CH2:1]([N:8]1[C:16]2[CH:15]([CH3:17])[CH2:14][N:13]([CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH2:12][C:11]=2[C:10]([CH:25]=O)=[C:9]1[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[NH2:34][OH:35].Cl>N1C=CC=CC=1>[CH2:1]([N:8]1[C:16]2[CH:15]([CH3:17])[CH2:14][N:13]([CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH2:12][C:11]=2[C:10]([CH:25]=[N:34][OH:35])=[C:9]1[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 443297Hydroxyamine hydrochlorideHCID 21498295HCID 21498295, compound

Product 1

HCID 73794472HCID 73794472, compoundYield 86.9%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of the compound from Example 13 (1.0 g) hydroxylamine hydrochloride (0.5 g) and anhydrous pyridine (50 ml) was stirred at room temperature for 18 hours and poured into 2N hydrochloric acid (500 ml). A gummy precipitate was formed, which was separated and crystallised by heating with methanol to give the oxime (0.9 g) M.pt 171°-2°C. (Found: C, 80.3; H, 6.9; N, 9.6. C29H29N3O requires: C, 80.0, H, 6.7; N, 9.6%).

Workup

  1. customA gummy precipitate was formed
  2. customwhich was separated
  3. customcrystallised
  4. temperatureby heating with methanol

Sources & evidence

ORD record
ord-16b4b868c11f4a268d88dddad1e63d79
Source dataset
uspto-grants-1976_11
Patent number
US03992544

Reaction notes

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