Hydrochloric Acid → HCID 178479981, compound

HRID 2309270Notes

Reaction equation

HRID 2309270 reaction equation
O.[OH:2][C:3]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[S:6](=[O:14])(=[O:13])[N:5]([CH3:15])[C:4]=1[C:16]1[NH:20][N:19]=[N:18][N:17]=1.[OH:21][C:22]1[C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=2S(=O)(=O)N(C)C=1C1NN=NN=1.C(Cl)(=O)C1C=CC=CC=1.Cl>N1C=CC=CC=1>[C:22]([O:2][C:3]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[S:6](=[O:13])(=[O:14])[N:5]([CH3:15])[C:4]=1[C:16]1[NH:20][N:19]=[N:18][N:17]=1)(=[O:21])[C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:26]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7412Benzoyl chlorideHCID 178479980HCID 178479980, compound

Product 1

HCID 178479981HCID 178479981, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a suspension of 4-hydroxy-2-methyl-3-(tetrazol-5-yl)-1,2-benzothiazine 1,1-dioxide hemihydrate (2.88 g) in pyridine (10 ml) was added dropwise benzoyl chloride (1.02 ml) at 5°-10° C. After being stirred at room temperature for 1 hour, the mixture was poured into 0.6N HCl (200 ml) with vigorous stirring. The resulting solids were collected by filtration and washed with water. The solids were dissolved in dichloromethane (100 ml), washed with water and dried over sodium sulfate to give crude 4-benzoyloxy-2-methyl-3-(tetrazol-5-yl)-1,2-benzothiazine 1,1-dioxide, 4.24 g.

Workup

  1. filtrationThe resulting solids were collected by filtration
  2. washwashed with water
  3. dissolutionThe solids were dissolved in dichloromethane (100 ml)
  4. washwashed with water
  5. dry with materialdried over sodium sulfate

Sources & evidence

ORD record
ord-5a8ace5e7deb4e3289190a2d2461e541
Source dataset
uspto-grants-1987_09
Patent number
US04694080

Reaction notes

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