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Hydrogen Bromide → 2-Bromo-5-methyl-4,5,6,7-tetrahydrothiazolo(5,4-c)pyridine

HRID 557240
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HRID 557240 반응식
N[C:2]1[S:3][C:4]2[CH2:5][N:6]([CH3:11])[CH2:7][CH2:8][C:9]=2[N:10]=1.[BrH:12].N([O-])=O.[Na+].[OH-].[Na+]>O>[Br:12][C:2]1[S:3][C:4]2[CH2:5][N:6]([CH3:11])[CH2:7][CH2:8][C:9]=2[N:10]=1
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참가 물질

6

반응물 4

HCID 260Hydrogen BromideHCID 14798Sodium HydroxideHCID 23979985-methyl-4H,5H,6H,7H-[1,3]thiazolo[5,4-c]pyridin-2-amineHCID 23668193Sodium Nitrite

생성물 1

HCID 111723352-Bromo-5-methyl-4,5,6,7-tetrahydrothiazolo(5,4-c)pyridine

시약·촉매·용매 1

HCID 962Water용매2회

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온도
30 °C

실험 절차

2-Amino-5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine (600.0 g) was suspended in water (6.0 L), and 48% hydrobromic acid (4.2 L) was added dropwise thereto at 5 to 15° C. A solution of sodium nitrite (367.2 g) in water (1.8 L) was added dropwise thereto at 0 to 5° C. over 1.5 hours, and the reaction mixture was heated to 30° C., followed by stirring for 24 hours. The resultant mixture was made strongly basic (pH 12.5) with 5N aqueous sodium hydroxide (6.0 L). The aqueous layer was extracted with toluene twice (12.0 L, 6.0 L), and the toluene layers were combined. The combined toluene layer was dried over sodium sulfate anhydrate (1202.0 g), and after any insoluble material was filtered off, the mother liquor was concentrated at 40° C. under reduced pressure, to thereby give 557.6 g of the title compound.

후처리

  1. customat 5 to 15° C
  2. extractionThe aqueous layer was extracted with toluene twice (12.0 L, 6.0 L)
  3. dry with materialThe combined toluene layer was dried over sodium sulfate anhydrate (1202.0 g)
  4. filtrationafter any insoluble material was filtered off
  5. concentrationthe mother liquor was concentrated at 40° C. under reduced pressure

출처 및 근거

ORD 기록
ord-75ba8a71c6724b758b23d5cbec286bb8
출처 데이터셋
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08058440B2

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