Hydrochloric Acid → HCID 178475397, compound

HRID 1078209Notes

Reaction equation

HRID 1078209 reaction equation
[C:1](OC(=O)C)(=[O:3])[CH3:2].[C:8]([C:12]1[CH:13]=[C:14]([CH:33]=[C:34]([C:37]([CH3:40])([CH3:39])[CH3:38])[C:35]=1[OH:36])[CH:15]=[C:16]1[C:21](=[O:22])[N:20]([CH2:23][C:24]2[NH:28][N:27]=[N:26][N:25]=2)[C:19]2[CH:29]=[CH:30][CH:31]=[CH:32][C:18]=2[S:17]1)([CH3:11])([CH3:10])[CH3:9].Cl>C(N(CC)CC)C>[C:1]([O:36][C:35]1[C:12]([C:8]([CH3:11])([CH3:10])[CH3:9])=[CH:13][C:14]([CH:15]=[C:16]2[C:21](=[O:22])[N:20]([CH2:23][C:24]3[NH:28][N:27]=[N:26][N:25]=3)[C:19]3[CH:29]=[CH:30][CH:31]=[CH:32][C:18]=3[S:17]2)=[CH:33][C:34]=1[C:37]([CH3:40])([CH3:39])[CH3:38])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7918Acetic AnhydrideHCID 178440789HCID 178440789, compound

Product 1

HCID 178475397HCID 178475397, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

Acetic anhydride (5.8 ml) and triethylamine (2.1 ml) were added to 2-(3,5-di-tert.-butyl-4-hydroxybenzylidene)-3,4-dihydro-3-oxo-4-(1H-tetrazol-5-ylmethyl)-2H-1,4-benzothiazine (compound No. 2-1, 0.32 g) and the mixture was refluxed overnight. To the mixture, dilute hydrochloric acid was added and the whole was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and concentrated in vacuo. The oily residue was purified by silica gel column chromatography to give the titled compound.

Workup

  1. temperature2-1, 0.32 g) and the mixture was refluxed overnight
  2. extractionthe whole was extracted with ethyl acetate
  3. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe oily residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-5cd21e8566bf4520b19941d48423cb4c
Source dataset
uspto-grants-1996_08
Patent number
US05547952

Reaction notes

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