Methanol → HCID 136332138, compound

HRID 1380311Notes

Reaction equation

HRID 1380311 reaction equation
[OH:1][N:2]=[C:3]([CH3:18])[C:4]([C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[N:12]([CH3:16])[C:11](=[O:17])[CH2:10][CH2:9]2)=O.[NH2:19][NH:20][C:21]([NH2:23])=[S:22].CO.O>C(O)(=O)C>[OH:1][N:2]=[C:3]([CH3:18])[C:4]([C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[N:12]([CH3:16])[C:11](=[O:17])[CH2:10][CH2:9]2)=[N:19][NH:20][C:21]([NH2:23])=[S:22]

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 2723789ThiosemicarbazideHCID 73666243HCID 73666243, compound

Product 1

HCID 136332138HCID 136332138, compoundYield 26.2%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 6-(2-hydroxyiminopropionyl)-1-methyl-2-oxo-1,2,3,4-tetrahydroquinoline (1 g), thiosemicarbazide (0.48 g), methanol (10 ml), water (5 ml) and acetic acid (0.1 ml) was refluxed for 13 hours with stirring. After cooling, the resulting precipitates were collected by filtration, washed successively with ethanol, water and ethanol, and then dried to give 0.34 g of 6-(2-hydroxyimino-1-thiosemicarbazonopropyl)-1-methyl-2-oxo-1,2,3,4-tetrahydroquinoline.

Workup

  1. temperaturewas refluxed for 13 hours
  2. temperatureAfter cooling
  3. customthe resulting precipitates
  4. filtrationwere collected by filtration
  5. washwashed successively with ethanol, water and ethanol
  6. customdried

Sources & evidence

ORD record
ord-cd56ec2356cd43809b308a87e3d511e4
Source dataset
uspto-grants-1986_04
Patent number
US04581356

Reaction notes

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