Water → HCID 136416743, compound

HRID 2309275Notes

Reaction equation

HRID 2309275 reaction equation
[CH2:1]([N:3]1[C:8]([C:9]2[NH:13][N:12]=[N:11][N:10]=2)=[C:7]([OH:14])[C:6]2[CH:15]=[CH:16][CH:17]=[CH:18][C:5]=2[S:4]1(=[O:20])=[O:19])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[CH2:27](Br)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1.O>CN(C)C=O>[CH2:27]([N:11]1[N:12]=[N:13][C:9]([C:8]2[N:3]([CH2:1][CH3:2])[S:4](=[O:19])(=[O:20])[C:5]3[CH:18]=[CH:17][CH:16]=[CH:15][C:6]=3[C:7]=2[OH:14])=[N:10]1)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

Participants

6

Reactant 4

HCID 962WaterHCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 178462475HCID 178462475, compound

Product 1

HCID 136416743HCID 136416743, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 2-ethyl-4-hydroxy-3-(tetrazol-5-yl)-1,2-benzothiazine 1,1-dioxide (0.5 g), potassium carbonate (0.120 g) and benzylbromide (0.21 ml) in dimethylformamide was stirred at room temperature for 16 hours, then poured into water (30 ml). The resulting solids were filtered off, washed with water and dried in vacuo to give crude product (0.638 g), which was recrystallized from toluene to afford the title compound (0.457 g, 70%).

Workup

  1. filtrationThe resulting solids were filtered off
  2. washwashed with water
  3. customdried in vacuo
  4. customto give crude product (0.638 g), which
  5. customwas recrystallized from toluene

Sources & evidence

ORD record
ord-37c5466eb3f8412f9c0fa50b6a5fcde1
Source dataset
uspto-grants-1987_09
Patent number
US04694080

Reaction notes

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