Phenylhydrazine → 10-Ethylphenothiazine-3-carbaldehyde N-phenylhydrazone

HRID 6579

Reaction equation

HRID 6579 reaction equation
[CH2:1]([N:3]1[C:16]2[CH:15]=[CH:14][C:13]([CH:17]=O)=[CH:12][C:11]=2[S:10][C:9]2[C:4]1=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH3:2].[C:19]1([NH:25][NH2:26])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>CO>[C:19]1([NH:25][N:26]=[CH:17][C:13]2[CH:14]=[CH:15][C:16]3[N:3]([CH2:1][CH3:2])[C:4]4[C:9]([S:10][C:11]=3[CH:12]=2)=[CH:8][CH:7]=[CH:6][CH:5]=4)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 7516PhenylhydrazineHCID 31433010-Ethylphenothiazine-3-carbaldehyde

Product 1

HCID 6912147310-Ethylphenothiazine-3-carbaldehyde N-phenylhydrazone

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

10-Ethylphenothiazine-3-carbaldehyde (3 g, 0.012 mol) was dissolved in 30 ml of methanol under mild heating. A solution of 1.9 g (0.018 mol) of N-phenylhydrazine in methanol was added to the cooled reaction mixture. Then, the reaction mixture was refluxed for 0.5 hour. The precipitated product was filtered, washed with a large amount of methanol and then dried. The yield of yellowish crystals of 10-ethylphenothiazine-3-carbaldehyde-N-phenylhydrazone (C21H19N3S, FW=345.00) was 3 g (75%).

Workup

  1. temperatureThen, the reaction mixture was refluxed for 0.5 hour
  2. filtrationThe precipitated product was filtered
  3. washwashed with a large amount of methanol
  4. customdried

Sources & evidence

ORD record
ord-fb80e6a8fc8140659b99210a7b1dab94
Source dataset
uspto-grants-2006_08
Patent number
US07083884B2

Linked notes

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