Dichloromethane → HCID 178443805, compound

HRID 26444

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:27][C:28](Cl)=[O:29])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26]>C(N(CC)CC)C>[N:10]1([C:4]2[N:3]=[C:2]([NH:1][C:28]([O:27][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])=[O:29])[N+:7]([O-:8])=[C:6]([NH:9][C:28]([O:27][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])=[O:29])[CH:5]=2)[CH2:11][CH:12]=[CH:13][CH2:14][CH2:15]1

Participants

Conditions

Temperature: 5 °C

Procedure

10 G. of 2,4-diamino-6-[3,6-dihydro-1(2H)-pyridyl]pyrimidine-3-oxide are suspended in 150 ml. of methylene chloride and 20 ml. of triethylamine. The suspension is cooled to 5° C. and 28 g. of chloroformic acid octyl ester are added dropwise while stirring. The mixture is cooled for 30 minutes and then stirred at room temperature for 1 hour. The mixture is extracted with methylene chloride, washed with water, dried over magnesium sulfate and evaporated under reduced pressure. The residue is recrystallized from methylene chloride/ethanol, there being obtained dioctyl 6-[3,6-dihydro-1(2H)-pyridyl]-2,4-pyrimidine-dicarbamate-3-oxide, having a melting point of 64° C.

Workup

temperatureThe mixture is cooled for 30 minutes
stirringstirred at room temperature for 1 hour
extractionThe mixture is extracted with methylene chloride
washwashed with water
dry with materialdried over magnesium sulfate
customevaporated under reduced pressure
customThe residue is recrystallized from methylene chloride/ethanol, there

Sources & evidence

ORD record: ord-3fb33d54a1214c609a58ae0ecba1218f
Source dataset: uspto-grants-1979_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04150132

Linked notes

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