Hydrochloric Acid → HCID 20330180, compound

HRID 2057769Notes

Reaction equation

HRID 2057769 reaction equation
[NH2:1][C:2]1[C:10]2[O:9][C:8]([N+:11]([O-:13])=[O:12])=[C:7]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[C:6]=2[CH:5]=[CH:4][CH:3]=1.[CH3:20][S:21](Cl)(=[O:23])=[O:22].Cl>N1C=CC=CC=1>[CH3:20][S:21]([NH:1][C:2]1[C:10]2[O:9][C:8]([N+:11]([O-:13])=[O:12])=[C:7]([C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)[C:6]=2[CH:5]=[CH:4][CH:3]=1)(=[O:23])=[O:22]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 31297Methanesulfonyl chlorideHCID 20330178HCID 20330178, compound

Product 1

HCID 20330180HCID 20330180, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 0.62 g. (0.00244mole) of 7-amino-2-nitro-3-phenylbenzofuran in 10 ml. of pyridine is added with stirring 0.3 g. of methanesulfonyl chloride. The reaction is stirred at about 20° C. for about 16 hours, then poured into ice water acidified with hydrochloric acid. This solution is extracted with a mixture of diethyl ether and dichloromethane and the extracts are washed twice with water and then dried. The dried extracts are evaporated to provide a residue which is recrystallized twice from benzene with decolorizing charcoal to provide yellow solid 7-methanesulfonamido-2-nitro-3-phenylbenzofuran, m.p. 169°-171.5° C.

Workup

  1. stirringThe reaction is stirred at about 20° C. for about 16 hours
  2. extractionThis solution is extracted with a mixture of diethyl ether and dichloromethane
  3. washthe extracts are washed twice with water
  4. customdried
  5. customThe dried extracts are evaporated
  6. customto provide a residue which
  7. customis recrystallized twice from benzene with decolorizing charcoal

Sources & evidence

ORD record
ord-a31a74c815204cfeb01622cb190b5e58
Source dataset
uspto-grants-1980_07
Patent number
US04212865

Reaction notes

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