Acetyl chloride → HCID 67916966, compound

HRID 2371907Notes

Reaction equation

HRID 2371907 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([N+:12]([O-:14])=[O:13])[C:5]2[S:9](=[O:10])[CH:8]=[N:7][C:6]=2[CH:11]=1.C(N(CC)CC)C.[C:22](Cl)(=[O:24])[CH3:23]>CC(C)=O>[C:22]([N:7]1[C:6]2[CH:11]=[C:2]([CH3:1])[CH:3]=[C:4]([N+:12]([O-:14])=[O:13])[C:5]=2[S:9](=[O:10])[CH2:8]1)(=[O:24])[CH3:23]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 67860905HCID 67860905, compound

Product 1

HCID 67916966HCID 67916966, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

6.3 g (0.03 mol) of 5-methyl-7-nitro-benzothiazolone and 3.3 g (0.03 mol) of triethylamine are dissolved in 150 ml of acetone. 2.35 g (0.03 mol) of acetyl chloride are allowed to run in slowly dropwise, with stirring, at an internal temperature of 5°-10° C. The reaction mixture is stirred at room temperature for a further 3 hours and then poured onto ice. 6.3 g (83 % of theory) of 3-acetyl-5-methyl-7-nitro-benzothiazolone are obtained in the form of creamcolored flakes of melting point 141° C.

Workup

  1. stirringThe reaction mixture is stirred at room temperature for a further 3 hours
  2. additionpoured onto ice

Sources & evidence

ORD record
ord-49839f0481534647981c6d87c01f8526
Source dataset
uspto-grants-1992_03
Patent number
US05096910

Reaction notes

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