Methyl Ethyl Ketone → HCID 54003443, compound

HRID 2106949Notes

Reaction equation

HRID 2106949 reaction equation
[S:1]1[C:5]2[C:6]([C:10]([NH:12][NH2:13])=[O:11])=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[N:2]1.[CH2:14]([C:16]([CH3:18])=O)[CH3:15]>C(O)(=O)C>[S:1]1[C:5]2[C:6]([C:10]([NH:12][N:13]=[C:14]([CH3:15])[CH2:16][CH3:18])=[O:11])=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[N:2]1

Participants

4

Reactant 2

HCID 6569Methyl Ethyl KetoneHCID 68884440HCID 68884440, compound

Product 1

HCID 54003443HCID 54003443, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

21.5 g of benzothiadiazole-7-carboxylic acid hydrazide and 150 ml of methyl ethyl ketone are heated to 70° C. over a period of 8 hours in 150 ml of glacial acetic acid. The reaction mixture is then concentrated by evaporation in vacuo, the residue is taken up in 1 l of dichloromethane and the solution is washed twice with 700 ml of ice/water. It is then dried over sodium sulfate, filtered and concentrated by evaporation and the residue is suspended in ethyl acetate, filtered and dried. The product indicated above melts at 159°-162° C.

Workup

  1. concentrationThe reaction mixture is then concentrated by evaporation in vacuo
  2. washthe solution is washed twice with 700 ml of ice/water
  3. dry with materialIt is then dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated by evaporation
  6. filtrationfiltered
  7. customdried

Sources & evidence

ORD record
ord-a2b25c410f8541a69d14dbcdd8be8d07
Source dataset
uspto-grants-1990_06
Patent number
US04931581

Reaction notes

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