Hydrochloric Acid → HCID 54329570, compound

HRID 1274649Notes

Reaction equation

HRID 1274649 reaction equation
C[O:2][C:3](=[O:31])[CH2:4][S:5]([CH2:8][C:9]1[C:13]2[CH:14]=[C:15]([N:18]3[C:23](=[O:24])[CH:22]=[C:21]([C:25]([F:28])([F:27])[F:26])[N:20]([CH3:29])[C:19]3=[O:30])[CH:16]=[CH:17][C:12]=2[S:11][N:10]=1)(=[O:7])=[O:6].Cl>C(O)(=O)C>[CH3:29][N:20]1[C:21]([C:25]([F:28])([F:27])[F:26])=[CH:22][C:23](=[O:24])[N:18]([C:15]2[CH:16]=[CH:17][C:12]3[S:11][N:10]=[C:9]([CH2:8][S:5]([CH2:4][C:3]([OH:31])=[O:2])(=[O:7])=[O:6])[C:13]=3[CH:14]=2)[C:19]1=[O:30]

Participants

4

Reactant 2

HCID 313Hydrochloric Acid2×HCID 131722202HCID 131722202, compound

Product 1

HCID 54329570HCID 54329570, compoundYield 78.4%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of methyl{{{5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazol-3-yl}methyl}sulfonyl}acetate (1.00 g, 0.00210 mol), acetic acid and 10% hydrochloric acid (2.00 ml) is stirred overnight at 60° C. Additional hydrochloric acid (37%, 1.20 ml) is added and the mixture is stirred 5 hours at 80° C. The mixture is cooled to room temperature, poured into ice water with stirring, and filtered to give the title compound as a white solid (0.760 g, 78.4%, mp 215° C.) which is identified by NMR spectral analysis.

Workup

  1. stirringthe mixture is stirred 5 hours at 80° C
  2. temperatureThe mixture is cooled to room temperature
  3. stirringwith stirring
  4. filtrationfiltered

Sources & evidence

ORD record
ord-3699d9214f794c4aa2f2fe288535bb4d
Source dataset
uspto-grants-2000_12
Patent number
US06156700

Reaction notes

Loading…