Butylamine → 4-Butylamino-6-chloro-2-methyl-5-nitronicotinic acid ethyl ester

HRID 1973107노트

반응식

HRID 1973107 반응식
[CH2:1]([O:3][C:4]([C:6]1[C:7]([CH3:17])=[N:8][C:9]([Cl:16])=[C:10]([N+:13]([O-:15])=[O:14])[C:11]=1Cl)=[O:5])[CH3:2].[CH2:18]([NH2:22])[CH2:19][CH2:20][CH3:21].C(NC1C=C(Cl)NC(C)([N+]([O-])=O)C=1C(OCC)=O)CCC>CO.C(N(CC)CC)C>[CH2:1]([O:3][C:4]([C:6]1[C:7]([CH3:17])=[N:8][C:9]([Cl:16])=[C:10]([N+:13]([O-:15])=[O:14])[C:11]=1[NH:22][CH2:18][CH2:19][CH2:20][CH3:21])=[O:5])[CH3:2]

참가 물질

6

반응물 3

HCID 8007ButylamineHCID 12387594Ethyl 4,6-dichloro-2-methyl-5-nitropyridine-3-carboxylateHCID 867342334-Butylamino-6-chloro-2-methyl-2-nitropyridine-3-carboxylic acid, ethyl ester

생성물 1

HCID 123875984-Butylamino-6-chloro-2-methyl-5-nitronicotinic acid ethyl ester

시약·촉매·용매 2

HCID 887Methanol용매2회HCID 8471Triethylamine용매

실험 절차

139.5 g. of 4,6-dichloro-2-methyl-5-nitropyridine-3-carboxylic acid ethyl ester (0.5 Mol.) are dissolved in about 500 ml. of methanol. 60 g. of triethylamine are added and the solution is heated at reflux temperature. At this point, 36.5 g. of n-butylamine are added dropwise. The solvent is then removed in vacuo and 500 ml. of benzene are added to the residue. The triethylamine hydrochloride is filtered off and the solvent evaporated. The resulting oil is dissolved in 300 ml. of methanol and yields on cooling 110 g. of 4-butylamino-6-chloro-2-methyl-2-nitropyridine-3-carboxylic acid, ethyl ester (70%), m.p. 33°-35° (methanol).

후처리

  1. temperaturethe solution is heated
  2. temperatureat reflux temperature
  3. customThe solvent is then removed in vacuo and 500 ml
  4. additionof benzene are added to the residue
  5. filtrationThe triethylamine hydrochloride is filtered off
  6. customthe solvent evaporated
  7. dissolutionThe resulting oil is dissolved in 300 ml
  8. customof methanol and yields
  9. temperatureon cooling 110 g

출처 및 근거

ORD 기록
ord-2c88c7993f9b4719be9f08060b9f5eec
출처 데이터셋
uspto-grants-1976_12
특허 번호
US03996233

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