Triethylamine → HCID 178526328, compound

HRID 1825741Notes

Reaction equation

HRID 1825741 reaction equation
[NH:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]=[C:7]1[C:12](=S)[NH:11][C:10]2[CH:14]=[CH:15][CH:16]=[CH:17][C:9]=2[S:8]1.Cl.[NH2:19][OH:20].C(N(CC)CC)C>C(O)C>[OH:20][N:19]=[C:12]1[NH:11][C:10]2[CH:14]=[CH:15][CH:16]=[CH:17][C:9]=2[S:8][C:7]1=[CH:6][C:2]1[NH:1][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 443297Hydroxyamine hydrochlorideHCID 57225918HCID 57225918, compound

Product 1

HCID 178526328HCID 178526328, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-[(pyrrol-2-yl)methylene]-2H-1,4-benzothiazine-3(4H)-thione (1.70 g, 6.6 mmol) (Example 270), hydroxylamine hydrochloride (1.38 g, 20.0 mmol) and triethylamine (2.18 g, 20.0 mmol) in dry ethanol (50 ml) was refluxed for 24 h with stirring. The solvent was removed in vacuo and the residue was purified by silica gel chromatography using (9:1) hexane:ethanol as the mobile phase.

Workup

  1. temperaturewas refluxed for 24 h
  2. customThe solvent was removed in vacuo
  3. customthe residue was purified by silica gel chromatography

Sources & evidence

ORD record
ord-e6e1c7af077d42559da0abb1eec86e49
Source dataset
uspto-grants-2006_05
Patent number
US07049312B1

Reaction notes

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