Methyl isothiocyanate → HCID 12904740, compound

HRID 1679905Notes

Reaction equation

HRID 1679905 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[C:9]1[C:19]([NH2:20])=[N:18][C:12]2[N:13]=[C:14]([CH3:17])[N:15]=[CH:16][C:11]=2[CH:10]=1.[CH3:21][N:22]=[C:23]=[S:24]>C1(C)C=CC=CC=1>[Cl:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[C:3]=1[C:9]1[C:19]([NH:20][C:23]([NH:22][CH3:21])=[S:24])=[N:18][C:12]2[N:13]=[C:14]([CH3:17])[N:15]=[CH:16][C:11]=2[CH:10]=1

Participants

4

Reactant 2

HCID 11167Methyl isothiocyanateHCID 12904727HCID 12904727, compound

Product 1

HCID 12904740HCID 12904740, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 25.0 g of 6-(2,6-dichlorophenyl)-2-methylpyrido[2,3-d]pyrimidin-7-amine and 18.0 g of methyl isothiocyanate in 125 ml of toluene is heated at reflux for 28 hours. Cooling gives a precipitate of crude product which is collected by filtration and washed with ether. Further purification may be effected by recrystallization from isopropanol to give N-[6-(2,6-dichlorophenyl)-2-methylpyrido[2,3-d]-pyrimidin-7-yl]-N'-methylthiourea, mp 207.5°-208.5° C. (dec.).

Workup

  1. temperatureis heated
  2. temperatureat reflux for 28 hours
  3. temperatureCooling
  4. customgives a precipitate of crude product which
  5. filtrationis collected by filtration
  6. washwashed with ether
  7. customFurther purification
  8. custommay be effected by recrystallization from isopropanol

Sources & evidence

ORD record
ord-6e0d63f42aab4540b5311bd3532c7ce1
Source dataset
uspto-grants-1981_06
Patent number
US04271164

Reaction notes

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