Sulfuric Acid → HCID 19027004, compound

HRID 1032922Notes

Reaction equation

HRID 1032922 reaction equation
O[CH:2]1[C:7]2[CH:8]=[CH:9][S:10][C:6]=2[S:5](=[O:12])(=[O:11])[NH:4][CH2:3]1.S(=O)(=O)(O)[OH:14].[C:18](#[N:20])[CH3:19]>>[C:18]([NH:20][CH:2]1[C:7]2[CH:8]=[CH:9][S:10][C:6]=2[S:5](=[O:12])(=[O:11])[NH:4][CH2:3]1)(=[O:14])[CH3:19]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 6342AcetonitrileHCID 229019424-Hydroxy-3,4-dihydro-1lambda~6~-thieno[3,2-e][1,2]thiazine-1,1(2H)-dione

Product 1

HCID 19027004HCID 19027004, compoundYield 83%

Procedure

A solution of 3,4-dihydro-4-hydroxy-2H-thieno[3,2-e]-1,2-thiazine-1,1-dioxide (10.26 g, 0.05 mol) in acetonitrile (100 ml) was cooled to 0° C. Then concentrated sulfuric acid (26.6 ml, 0.50 mol) was added dropwise over 1/2 hr. at 0° to 5° C. The reaction mixture was stirred for 1/2 hr. at 5° C. and for 4 hrs. at ambient temperature. The resulting solution was poured into ice water (200 ml). A pale beige solid precipitated and was filtered and dried. Wt. was 10.2 g. Yield 83%.

Workup

  1. customat 0° to 5° C
  2. waitat 5° C. and for 4 hrs
  3. customat ambient temperature
  4. customA pale beige solid precipitated
  5. filtrationwas filtered
  6. customdried

Sources & evidence

ORD record
ord-962abd4e97494d1387ac41a38dd84fcd
Source dataset
uspto-grants-1994_05
Patent number
US05308842

Reaction notes

Loading…