2-Benzothiazolinone, hydrazone → HCID 14851333, compound

HRID 1029467

Reaction equation

HRID 1029467 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=O)[CH2:9][C:10](=O)[CH:11]([CH3:13])[CH3:12])=[CH:4][CH:3]=1.[NH:16]([C:18]1[S:19][C:20]2[CH:26]=[CH:25][CH:24]=[CH:23][C:21]=2[N:22]=1)[NH2:17]>C(O)(=O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:16]([C:18]3[S:19][C:20]4[CH:26]=[CH:25][CH:24]=[CH:23][C:21]=4[N:22]=3)[N:17]=[C:10]([CH:11]([CH3:13])[CH3:12])[CH:9]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 119882-Benzothiazolinone, hydrazoneHCID 141543761-(4-Fluorophenyl)-4-methylpentane-1,3-dione

Product 1

HCID 14851333HCID 14851333, compoundYield 92.2%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of the 1,3-diketone (103 g, 495 mmol) (preparation described in Example 1, Step A) in glacial acetic acid (800 mL) was added 2-hydrazinobenzothiazole (85.8 g, 520 mmol). The resulting solution was refluxed for 2.5 hours and then cooled to room temperature overnight. The resulting precipitate was collected, washed with water and dried overnight to give 154 g (92%) of a cream colored solid.

Workup

  1. temperatureThe resulting solution was refluxed for 2.5 hours
  2. customThe resulting precipitate was collected
  3. washwashed with water
  4. customdried overnight

Sources & evidence

ORD record
ord-9fa8270522b34bd08b28b52938339b09
Source dataset
uspto-grants-1992_04
Patent number
US05102893

Linked notes

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