Hydrochloric Acid → HCID 3503190, compound

HRID 2309277Notes

Reaction equation

HRID 2309277 reaction equation
[C:1]([CH2:3][N:4]1C(=O)[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[S:5]1(=[O:7])=[O:6])#[N:2].[CH3:16][O-:17].[Na+].Cl.[CH3:20][OH:21]>>[C:16]([C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[S:5]([NH:4][CH2:3][C:1]#[N:2])(=[O:7])=[O:6])([O:21][CH3:20])=[O:17]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 239728(1,1,3-Trioxo-1,3-dihydro-2H-1lambda~6~,2-benzothiazol-2-yl)acetonitrileHCID 10942334Sodium Methoxide

Product 1

HCID 3503190HCID 3503190, compound

Procedure

To a suspension of N-cyanomethylsaccharin (276 g) in methanol (1000 ml) was added dropwise 28% sodium methoxide (145 ml) over 30 minutes at 5°-10° C. After stirring at 5°-10° C. for 1 hour, 6N HCl (ca. 230 ml) was added dropwise maintaining the temperature at 10°-15° C. The resulting crystals were collected by filtration, washed with water and dried in vacuo at 50° C. for 16 hours to give o-carbomethoxy-N-cyanomethylbenzenesulfonamide, 264 g (78.7%).

Workup

  1. temperaturemaintaining the temperature at 10°-15° C
  2. filtrationThe resulting crystals were collected by filtration
  3. washwashed with water
  4. customdried in vacuo at 50° C. for 16 hours

Sources & evidence

ORD record
ord-d1ef37a953b040b8bad33f1e5f0d71f6
Source dataset
uspto-grants-1987_09
Patent number
US04694080

Reaction notes

Loading…