Acetic Acid → HCID 13473210, compound

HRID 2164618Notes

Reaction equation

HRID 2164618 reaction equation
[O:1]1[CH2:18][CH:2]1[CH2:3][O:4][C:5]1[CH:17]=[CH:16][C:8]2[N:9]=[C:10]([S:12]([NH2:15])(=[O:14])=[O:13])[S:11][C:7]=2[CH:6]=1.[C:19]([OH:22])(=[O:21])[CH3:20]>>[C:19]([O:22][CH2:18][CH:2]([OH:1])[CH2:3][O:4][C:5]1[CH:17]=[CH:16][C:8]2[N:9]=[C:10]([S:12]([NH2:15])(=[O:14])=[O:13])[S:11][C:7]=2[CH:6]=1)(=[O:21])[CH3:20]

Participants

3

Reactant 2

HCID 176Acetic AcidHCID 13473207HCID 13473207, compound

Product 1

HCID 13473210HCID 13473210, compound

Conditions

Temperature
100 °C

Procedure

A suspension of 6-(2,3-epoxypropoxy)benzothiazole-2-sulfonamide (1.57 gm, 5.5 mmol) in acetic acid (25 mL) was heated at 100° C. for 3-4 hours. The solvent was evaporated. Traces of solvent were removed by chasing with toluene. The residue was dissolved in acetonitrile and diluted with chloroform. Upon standing, product crystallized (0.77 gm), m.p. 173°-175° C.

Workup

  1. customThe solvent was evaporated
  2. customTraces of solvent were removed
  3. dissolutionThe residue was dissolved in acetonitrile
  4. additiondiluted with chloroform
  5. customproduct crystallized (0.77 gm), m.p. 173°-175° C.

Sources & evidence

ORD record
ord-a65115c870bb4286affbeafc77de5cc4
Source dataset
uspto-grants-1985_03
Patent number
US04505923

Reaction notes

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