Methane → HCID 21817466, compound

HRID 1973883Notes

Reaction equation

HRID 1973883 reaction equation
[C:1]([OH:13])(=O)[CH2:2][C:3]1[C:4](=[CH:8][CH:9]=[CH:10][CH:11]=1)[C:5]([OH:7])=O.[CH:14]([NH2:17])([CH3:16])[CH3:15].C>C(O)C>[CH:14]([N:17]1[C:1](=[O:13])[CH2:2][C:3]2[C:4](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:5]1=[O:7])([CH3:16])[CH3:15]

Participants

5

Reactant 3

HCID 297MethaneHCID 6363IsopropylamineHCID 66643Homophthalic acid

Product 1

HCID 21817466HCID 21817466, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of homophthalic acid (90 g., 0.5 mole) and isopropylamine (59 g., 1 mole) was heated by an oil bath to 175°-180° C. for 90 minutes. The hot mixture was then poured into 600 ml. of ethanol, treated with carbon black and filtered. The mixture was concentrated to about 300 ml. and slowly cooled to room temperature. 2-Isopropylisoquinoline-1,3 (2H, 4H)-dione precipitated and was collected by filtration, 46 g. (45% yield), m.p. 86°-88° C.

Workup

  1. temperaturewas heated by an oil bath to 175°-180° C. for 90 minutes
  2. additionThe hot mixture was then poured into 600 ml
  3. filtrationfiltered
  4. concentrationThe mixture was concentrated to about 300 ml
  5. custom2-Isopropylisoquinoline-1,3 (2H, 4H)-dione precipitated
  6. filtrationwas collected by filtration, 46 g

Sources & evidence

ORD record
ord-899b949696d54f36aac6e6f139cb29e9
Source dataset
uspto-grants-1976_12
Patent number
US03998954

Reaction notes

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