Toluene → 5-Chloro-2-(4-chloromethylphenoxymethyl)imidazo[1,2-a]pyridine

HRID 584368노트

반응식

HRID 584368 반응식
S(Cl)([Cl:3])=O.[Cl:5][C:6]1[N:11]2[CH:12]=[C:13]([CH2:15][O:16][C:17]3[CH:24]=[CH:23][C:20]([CH2:21]O)=[CH:19][CH:18]=3)[N:14]=[C:10]2[CH:9]=[CH:8][CH:7]=1.C(N(CC)CC)C.C1(C)C=CC=CC=1>O>[Cl:5][C:6]1[N:11]2[CH:12]=[C:13]([CH2:15][O:16][C:17]3[CH:24]=[CH:23][C:20]([CH2:21][Cl:3])=[CH:19][CH:18]=3)[N:14]=[C:10]2[CH:9]=[CH:8][CH:7]=1

참가 물질

6

반응물 4

HCID 1140TolueneHCID 8471TriethylamineHCID 24386Thionyl ChlorideHCID 22344568HCID 22344568, 화합물

생성물 1

HCID 223445955-Chloro-2-(4-chloromethylphenoxymethyl)imidazo[1,2-a]pyridine수율 52%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Thionyl chloride (0.597 ml) was added dropwise to a mixture of 4-(5-chloroimidazo[1,2-a]pyridine-2-ylmethoxy)benzylalcohol (1.97 g), triethylamine (1.15 ml) and toluene (50 ml) at 0° C. After stirring for 1 hour, water was added to the reaction mixture and extracted with ethyl acetate. The ethyl acetate layer was washed with an aqueous saturated solution of sodium chloride, dried (MgSO4) and concentrated. The remaining crystals were recrystallized from ethyl acetate-hexane to obtain 5-chloro-2-(4-chloromethylphenoxymethyl)imidazo[1,2-a]pyridine (1.10 g, yield 52%) as colorless crystals. m.p. 114-115° C.

후처리

  1. extractionextracted with ethyl acetate
  2. washThe ethyl acetate layer was washed with an aqueous saturated solution of sodium chloride
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated
  5. customThe remaining crystals were recrystallized from ethyl acetate-hexane

출처 및 근거

ORD 기록
ord-7aea389a867043fc870d0b6072983f92
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06924300B2

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