Dichloromethane → HCID 178452819, compound

HRID 26443

Reaction equation

HRID 26443 reaction equation
[NH2:1][C:2]1[N+:7]([O-:8])=[C:6]([NH2:9])[CH:5]=[C:4]([N:10]2[CH2:15][CH:14]=[CH:13][CH2:12][CH2:11]2)[N:3]=1.C(Cl)Cl.[CH2:19]([O:23][C:24](Cl)=[O:25])[CH2:20][CH2:21][CH3:22]>C(N(CC)CC)C>[N:10]1([C:4]2[N:3]=[C:2]([NH:1][C:24]([O:23][CH2:19][CH2:20][CH2:21][CH3:22])=[O:25])[N+:7]([O-:8])=[C:6]([NH:9][C:24]([O:23][CH2:19][CH2:20][CH2:21][CH3:22])=[O:25])[CH:5]=2)[CH2:11][CH:12]=[CH:13][CH2:14][CH2:15]1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 61140Butyl chloroformateHCID 178507852HCID 178507852, compound

Product 1

HCID 178452819HCID 178452819, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Conditions

Temperature
5 °C

Procedure

20 G. of 2,4-diamino-6-[3,6-dihydro-1(2H)-pyridyl]pyrimidine-3-oxide are mixed with 250 ml. of methylene chloride and 35 ml. of triethylamine, stirred and cooled to 5° C. The mixture is treated with 45 ml. of chloroformic acid butyl ester and stirred at room temperature for 6 hours. The mixture obtained is washed with water, extracted with methylene chloride and evaporated under reduced pressure. The residue is recrystallized from ethanol, there being obtained dibutyl 6-[3,6-dihydro-1(2H)-pyridyl]-2,4-pyrimidine-dicarbamate-3-oxide, having a melting point of 131°-132° C.

Workup

  1. additionThe mixture is treated with 45 ml
  2. customThe mixture obtained
  3. washis washed with water
  4. extractionextracted with methylene chloride
  5. customevaporated under reduced pressure
  6. customThe residue is recrystallized from ethanol, there

Sources & evidence

ORD record
ord-aaf95424dd714d558075c4f775f387bd
Source dataset
uspto-grants-1979_04
Patent number
US04150132

Linked notes

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