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Hydrochloric Acid → Aminocyclopyrachlor-methyl

HRID 907430
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HRID 907430 반응식
C[O-].[Na+].[NH2:4][C:5]1[N:10]=[C:9]([CH:11]2[CH2:13][CH2:12]2)[N:8]=[C:7]([C:14]([O:16][CH2:17]C)=[O:15])[C:6]=1[Cl:19].Cl.[Cl-].[NH4+]>CO>[NH2:4][C:5]1[N:10]=[C:9]([CH:11]2[CH2:13][CH2:12]2)[N:8]=[C:7]([C:14]([O:16][CH3:17])=[O:15])[C:6]=1[Cl:19]
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참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 25517Ammonium ChlorideHCID 10942334Sodium MethoxideHCID 11989828Ethyl 6-amino-5-chloro-2-cyclopropylpyrimidine-4-carboxylate2회

생성물 1

HCID 16725794Aminocyclopyrachlor-methyl수율 92%

시약·촉매·용매 2

HCID 887
Methanol
촉매
HCID 887Methanol용매2회

실험 절차

Sodium methoxide in methanol (25%, 3 drops) was added to ethyl 6-amino-5-chloro-2-cyclopropyl-4-pyrimidinecarboxylate (i.e. the product of Example 7) (0.53 g) in methanol (15 mL). The mixture was boiled for 1 h. The mixture was allowed to cool to room temperature, and was partitioned between hydrochloric acid (0.28 g, 1.16 mmol) in methanol (5 mL). The mixture was boiled for 90 minutes. The mixture was allowed to cool to room temperature, and ammonium chloride (0.3 g, 5.6 mmol) was added. After 10 minutes the solvent was removed under reduced pressure. The mixture was extracted with ethyl acetate (50 mL), and the extracts evaporated to give the product as a white solid (0.24 g, 92% yield). Product recrystallized from ethyl acetate melted at 148.5-149.5° C.

후처리

  1. waitThe mixture was boiled for 90 minutes
  2. temperatureto cool to room temperature
  3. customAfter 10 minutes the solvent was removed under reduced pressure
  4. extractionThe mixture was extracted with ethyl acetate (50 mL)
  5. customthe extracts evaporated

출처 및 근거

ORD 기록
ord-19bc1b4b31d0447b8a2d38718f7f72b6
출처 데이터셋
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08013155B2

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