Sulfuric Acid → HCID 88596644, compound

HRID 482680Notes

Reaction equation

HRID 482680 reaction equation
[CH3:1][C:2]([C:5]1[CH:10]=[CH:9][C:8]2[O:11][C:12]([C:14]3[S:18][C:17]([C:19]4[O:23][C:22]5[CH:24]=[CH:25][C:26]([C:28]([CH3:31])([CH3:30])[CH3:29])=[CH:27][C:21]=5[N:20]=4)=[CH:16][CH:15]=3)=[N:13][C:7]=2[CH:6]=1)([CH3:4])[CH3:3].[S:32](=[O:36])(=[O:35])([OH:34])O>>[S:18]1[C:14]([C:12]2[O:11][C:8]3[C:9]([S:32]([OH:34])(=[O:36])=[O:35])=[CH:10][C:5]([C:2]([CH3:1])([CH3:3])[CH3:4])=[CH:6][C:7]=3[N:13]=2)=[CH:15][CH:16]=[C:17]1[C:19]1[O:23][C:22]2[C:24]([S:32]([OH:36])(=[O:35])=[O:34])=[CH:25][C:26]([C:28]([CH3:31])([CH3:30])[CH3:29])=[CH:27][C:21]=2[N:20]=1

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 2924292,2'-(2,5-Thiophenediyl)bis[5-(1,1-dimethylethyl)benzoxazole]

Product 1

HCID 88596644HCID 88596644, compound

Procedure

One hundred milliliters of 20% fuming sulfuric acid is charged into a 500 mL Erlenmeyer flask. With magnetic stirring, 60 g of BBOT is added in small portions. The reaction is exothermic. After the addition is complete, the reaction mixture is heated to 90°-100° C. for two hours. The reaction is then quenched by pouring the reaction mixture onto 500 g of crushed ice. A brown product precipitates as a fine powder. The product is collected on a fritted-glass Buchner funnel. The product is then washed by stirring it in 200 mL of 1N hydrochloric acid. Washing is prepared several times. The product is then dried in a vacuum oven at 60°-70° C. Typical yields are 75-80 g (89-93%).

Workup

  1. additionAfter the addition
  2. temperaturethe reaction mixture is heated to 90°-100° C. for two hours
  3. customThe reaction is then quenched
  4. additionby pouring the reaction mixture onto 500 g of crushed ice
  5. customA brown product precipitates as a fine powder
  6. customThe product is collected on a fritted-glass Buchner funnel
  7. washThe product is then washed
  8. washWashing
  9. customis prepared several times
  10. customThe product is then dried in a vacuum oven at 60°-70° C
  11. customTypical yields

Sources & evidence

ORD record
ord-ebd6bb5500e240e4918bb15d0352aa00
Source dataset
uspto-grants-1986_03
Patent number
US04575452

Reaction notes

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