Hydroxyamine hydrochloride → 4-[1,2,4]Triazol-1-yl-naphthalene-1-carbaldehyde oxime

HRID 388365노트

반응식

HRID 388365 반응식
C([O-])(=O)C.[Na+].Cl.[NH2:7][OH:8].[N:9]1([C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[C:17]([CH:24]=O)=[CH:16][CH:15]=2)[CH:13]=[N:12][CH:11]=[N:10]1>C1COCC1.O.CS(C)=O>[N:9]1([C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[C:17]([CH:24]=[N:7][OH:8])=[CH:16][CH:15]=2)[CH:13]=[N:12][CH:11]=[N:10]1

참가 물질

7

반응물 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 866581554-[1,2,4]Triazol-1-yl-naphthalene-1-carbaldehyde

생성물 1

HCID 866581564-[1,2,4]Triazol-1-yl-naphthalene-1-carbaldehyde oxime

시약·촉매·용매 3

HCID 679Dimethyl Sulfoxide용매HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

Sodium acetate (262 mg) is added to a solution of hydroxylamine hydrochloride (193 mg) and 4-[1,2,4]triazol-1-yl-naphthalene-1-carbaldehyde (455 mg) in THF (16 ml), water (2 ml) and DMSO (2 ml). After 5 hours at room temperature, the reaction is quenched with water and ethyl acetate. The organic phase is separated and the water phase is extracted with ethyl acetate. The combined organic phases are extracted with water and with a saturated aqueous solution of NaCl, dried over Na2SO4 and concentrated in vacuo to yield 4-[1,2,4]triazol-1-yl-naphthalene-1-carbaldehyde oxime. The crude product obtained (390 mg, beige crystals) is used without further purification. MS (HPLC/MS): 239 (MH+). Retention time 2.76 min.

후처리

  1. customthe reaction is quenched with water and ethyl acetate
  2. customThe organic phase is separated
  3. extractionthe water phase is extracted with ethyl acetate
  4. extractionThe combined organic phases are extracted with water and with a saturated aqueous solution of NaCl
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-42201bdb632445db95456e9864989b36
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08377942B2

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