Sulfuric Acid → HCID 21933588, compound

HRID 1370167Notes

Reaction equation

HRID 1370167 reaction equation
S(=O)(=O)(O)O.[CH3:6][S:7][C:8]1[CH:9]=[CH:10][CH:11]=[C:12]2[C:19]=1[C:15]1=[N:16][O:17][CH2:18][CH:14]1[CH2:13]2.[Br:20]Br>O>[Br:20][C:11]1[CH:10]=[CH:9][C:8]([S:7][CH3:6])=[C:19]2[C:12]=1[CH2:13][CH:14]1[CH2:18][O:17][N:16]=[C:15]12

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 24408BromineHCID 21933584HCID 21933584, compound

Product 1

HCID 21933588HCID 21933588, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

120 ml of sulfuric acid (98 percent strength) were cooled to 0° C., and 11.2 g (54.8 mmol) of 8-methylthio-3a,4-dihydro-3H-indeno[1,2-c]isoxazol were added a little at a time. 9.2 g (57.5 mmol) of bromine were then added dropwise, and the mixture was stirred at 0° C. for 2 hours. The resulting solution was poured into 2 l of a mixture of water and ice, the mixture was stirred for 1.5 hours and the precipitated solid was filtered off with suction and then washed and dried. This gave 11.4 g (73%) of 5-bromo-8-methylthio-3a,4-dihydro-3H-indeno[1,2-c]isoxazol of a brown solid of m.p. 127-135° C.

Workup

  1. stirringthe mixture was stirred for 1.5 hours
  2. filtrationthe precipitated solid was filtered off with suction
  3. washwashed
  4. customdried

Sources & evidence

ORD record
ord-70541a3c3acf41fdb235753f9cdb5e1a
Source dataset
uspto-grants-2003_06
Patent number
US06583089B1

Reaction notes

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