Hydrochloric Acid → HCID 67282269, 화합물

HRID 1253818노트

반응식

HRID 1253818 반응식
[CH3:1][N:2]1[C:6]2[CH:7]=[C:8]([N+:11]([O-])=O)[CH:9]=[CH:10][C:5]=2[N:4]=[C:3]1[C:14]([F:17])([F:16])[F:15].Cl.Cl[Sn](Cl)(Cl)Cl.[OH-].[Na+]>O>[CH3:1][N:2]1[C:6]2[CH:7]=[C:8]([NH2:11])[CH:9]=[CH:10][C:5]=2[N:4]=[C:3]1[C:14]([F:16])([F:15])[F:17]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 24287Tin tetrachlorideHCID 67283381HCID 67283381, 화합물

생성물 1

HCID 67282269HCID 67282269, 화합물수율 100%

시약·촉매·용매 1

HCID 962Water용매2회

실험 절차

A 250 ml round bottomed flask was charged with 1-methyl-6-nitro-2-(trifluoromethyl)-1H-benzo[d]imidazole (6 g, 24 mmol) and concentrated HCl (40 ml). Once the solution has become clear, water (˜15 ml) was added until the solution just started to become cloudy. SnCl4 (27 g, 120 mmol) was added in portions over 5 minutes (caution exotherm!). Initial exotherm caused the temperature to rise to 60° C. The reaction mixture was stirred and allowed to cool down to room temperature. After 1 hour, the reaction mixture was diluted with water (100 ml), basified with 1M NaOH and extracted twice with ethyl acetate. The organic layers were combined, washed with brine, dried over magnesium sulfate and concentrated in vacuo to afford the title compound as a dark coloured solid. (5 g, 100% yield). 1H NMR (DMSO D6, 400 MHz) 3.75 (3H, s), 4.6 (2H, br s), 6.65 (1H, s), 6.7 (1H, d), 7.75 (1H, d); MS (ES+) 215.

후처리

  1. customto rise to 60° C
  2. extractionextracted twice with ethyl acetate
  3. washwashed with brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-a8a670350ea04957b29ae28179b40859
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08455507B2

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