Triethylamine → HCID 178456876, compound

HRID 1580591Notes

Reaction equation

HRID 1580591 reaction equation
Cl.[NH2:2][C:3]([CH3:16])([CH3:15])[C:4](=[N:13][OH:14])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[NH2:17][C:18]1[N:23]=[C:22](Cl)[C:21]([N+:25]([O-:27])=[O:26])=[C:20]([OH:28])[N:19]=1.C(N(CC)CC)C>C(O)C>[NH2:17][C:18]1[N:19]=[C:20]([OH:28])[C:21]([N+:25]([O-:27])=[O:26])=[C:22]([NH:2][C:3]([CH3:16])([CH3:15])[C:4](=[N:13][OH:14])[CH2:5][O:6][C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:23]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 867329813-Amino-1-phenoxy-3-methylbutan-2-one oxime hydrochlorideHCID 178418667HCID 178418667, compound

Product 1

HCID 178456876HCID 178456876, compoundYield 16.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3-amino-1-(p-chloro)-phenoxy-3-methylbutan-2-one oxime hydrochloride (IV) (5.58 g), 2-amino-4-chloro-6-hydroxy-5-nitropyrimidine (III) (Hal = Cl) (3.81 g) and dry triethylamine (8.2 g) was heated to reflux in dry ethanol (240 ml) for 16 hours and filtered hot. The filtrate was reduced in volume and the solid so obtained was filtered off. Recrystallisation from ethanol gave the nitropyrimidine oxime (II) (1.17 g) as a pale yellow gelatinous solid, m.p. >250°C (decomp.).

Workup

  1. temperaturewas heated
  2. filtrationfiltered hot
  3. customthe solid so obtained
  4. filtrationwas filtered off
  5. customRecrystallisation from ethanol

Sources & evidence

ORD record
ord-d130ce69d23d49ad873b00c5c03e6964
Source dataset
uspto-grants-1976_01
Patent number
US03933820

Reaction notes

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