Isopropyl isocyanate → HCID 13505959, compound

HRID 1981530Notes

Reaction equation

HRID 1981530 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[CH2:6][CH2:5]2.[CH:13]([N:16]=[C:17]=[O:18])([CH3:15])[CH3:14]>C1C=CC=CC=1>[CH:13]([NH:16][C:17](=[O:18])[NH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[CH2:6][CH2:5]2)([CH3:15])[CH3:14]

Participants

4

Reactant 2

HCID 61277Isopropyl isocyanateHCID 49127596-amino-3,4-dihydroquinolin-2(1H)-one

Product 1

HCID 13505959HCID 13505959, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

6-Amino-3,4-dihydrocarbostyril (1.6 g) is suspended in dry benzene (16 ml), and thereto is added dropwise a solution of isopropyl isocyanate (1.2 ml) in dry benzene (10 ml) with stirring at room temperature. The mixture is reacted at 50° to 60° C. for 3 hours. After the reaction, the resulting precipitate is separated by filtration, purified by silica gel column chromatography (solvent; chloroform:methanol=50:1), and recrystallized from ethanol to give 6-(3-isopropylureido)-3,4-dihydrocarbostyril (1.2 g) as colorless prisms, m.p. 252°-254° C.

Workup

  1. customThe mixture is reacted at 50° to 60° C. for 3 hours
  2. customAfter the reaction
  3. customthe resulting precipitate is separated by filtration
  4. custompurified by silica gel column chromatography (solvent; chloroform:methanol=50:1)
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-6c2e0763a56742bcbf26cf066628a16d
Source dataset
uspto-grants-1986_06
Patent number
US04593035

Reaction notes

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