2-Benzothiazolinone, hydrazone → HCID 14851333, compound

HRID 1032453Notes

Reaction equation

HRID 1032453 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-43b2ab5352c04210ab7c34e14024285d
Source dataset
uspto-grants-1990_09
Patent number
US04957971

Reaction notes

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