Water → Isamoxole

HRID 26483

반응식

HRID 26483 반응식
[CH2:1]([NH:5][C:6]1[O:7][CH:8]=[C:9]([CH3:11])[N:10]=1)[CH2:2][CH2:3][CH3:4].C(N(CC)CC)C.[C:19](Cl)(=[O:23])[CH:20]([CH3:22])[CH3:21].O>C1C=CC=CC=1>[CH2:1]([N:5]([C:6]1[O:7][CH:8]=[C:9]([CH3:11])[N:10]=1)[C:19](=[O:23])[CH:20]([CH3:22])[CH3:21])[CH2:2][CH2:3][CH3:4]

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 62325Isobutyryl chlorideHCID 122952262-Oxazolamine, N-butyl-4-methyl-

생성물 1

HCID 42118Isamoxole수율 80%

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

2-(N-butylamino)-4-methyloxazole (106.7 g., 0.69 m.) and triethylamine (110 g., 0.77 m.) was stirred together in dry benzene (1500 c.c.) during the addition of isobutyrylchloride (81.0 g., 0.76 m.). The mixture was stirred at room temperature for 15 hours and then water (1 litre) was added. After stirring for a further hour the organic phase was separated, and the aqueous phase extracted twice in ether. The combined extract was washed successively with 2N hydrochloric acid (2 × 500 c.c.), 10% sodium carbonate solution (2 × 500 c.c.), and saturated brine (2 × 500 c.c.). Evaporation of the dried organic phase gave an oil, which was distilled to give 2-(N-butylisobutyramido)-4-methyloxazole, (118 g., 80%), b.p. 75-76° C./0.15 mm., which existed as an oil at room temperature but crystallised on cooling to 0° C.

후처리

  1. stirringAfter stirring for a further hour the organic phase
  2. customwas separated
  3. extractionthe aqueous phase extracted twice in ether
  4. extractionThe combined extract
  5. washwas washed successively with 2N hydrochloric acid (2 × 500 c.c.), 10% sodium carbonate solution (2 × 500 c.c.), and saturated brine (2 × 500 c.c.)
  6. customEvaporation of the dried organic phase
  7. customgave an oil, which
  8. distillationwas distilled

출처 및 근거

ORD 기록
ord-58af95ec045846c4835e2fcffde9e8e3
출처 데이터셋
uspto-grants-1979_04
특허 번호
US04150143

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