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Benzaldehyde → HCID 178478185, 화합물

HRID 1486571
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HRID 1486571 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]2[N:14]=[C:13]([NH2:15])[NH:12][N:11]=2)[CH:5]=[C:6]([Cl:8])[CH:7]=1.[CH:16](=O)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[BH4-].[Na+]>CO>[CH2:16]([NH:15][C:13]1[NH:12][N:11]=[C:10]([NH:9][C:4]2[CH:5]=[C:6]([Cl:8])[CH:7]=[C:2]([Cl:1])[CH:3]=2)[N:14]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 240BenzaldehydeHCID 4311764Sodium borohydrideHCID 727146143-Amino-5-(3,5-dichloroanilino)-s-triazole

생성물 1

HCID 178478185HCID 178478185, 화합물수율 98%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
-20 °C

실험 절차

A solution of N3-(3,5-dichlorophenyl)-1H-1,2,4-triazole-3,5-diamine Intermediate 2 (70 mg, 287 μmol) and benzaldehyde (121.3 mg, 1.14 mmol) in MeOH (3 ml) was stirred at 45° C. for 2 days to give a suspension, cooled to −20° C. and was filtered to collect the solid. The solid was re-suspended in MeOH (5 ml), NaBH4 (65.1 mg, 1.72 mmol) was added and the reaction was stirred for 1 hour. The solvent was removed, and the reaction mixture was redissolved in EtOAc (5 ml) and washed with water (2×4 ml), dried over MgSO4 and concentrated in vacuo. Crystallization from DCM afforded a white solid as desired product (94 mg, 98% yield). MS +m/z: 334 (M+H)+

후처리

  1. customto give a suspension
  2. filtrationwas filtered
  3. customto collect the solid
  4. customThe solvent was removed
  5. dissolutionthe reaction mixture was redissolved in EtOAc (5 ml)
  6. washwashed with water (2×4 ml)
  7. dry with materialdried over MgSO4
  8. concentrationconcentrated in vacuo
  9. customCrystallization from DCM

출처 및 근거

ORD 기록
ord-a662fcda1e11437b833c5403411f73f2
출처 데이터셋
uspto-grants-2016_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09428469B2

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