반응 #367108

반응 방정식

sodium bicarbonate

glucosamine hydrochloride

acetic acid

phenylhydrazine

→

1,2-diamino-1,2-dideoxy-D-glucitol

용매

water

water

반응 조건

후처리

1. 1
   온도cooled
2. 2
   여과filtered
3. 3
   여과This mixture was then filtered
4. 4
   workup.ADDITIONthe filtrate was treated with activated charcoal
5. 5
   기타giving a green solution
6. 6
   기타the resulting solid collected
7. 7
   workup.STIRRINGA 100 mg portion of this solid was stirred with 15 ml of hot water
8. 8
   여과filtered through diatomaceous earth
9. 9
   온도The filtrate was cooled
10. 10
    기타giving a solid which
11. 11
    기타was collected

실험 절차

A solution of 20 g of glucosamine hydrochloride, 20 ml of glacial acetic acid, 80 ml of water and 9.1 ml of phenylhydrazine was heated on a steam bath for one hour, then cooled and filtered. The filtrate was hydrogenated in a Parr apparatus with Raney nickel catalyst until the uptake of hydrogen ceased. This mixture was then filtered, the filtrate was treated with activated charcoal and refiltered through diatomaceous earth, giving a green solution. A 6.31 ml portion of this green solution was treated with 0.24 g of sodium bicarbonate and a suspension of 1.66 g of potassium tetrachloroplatinate in 8 ml of water. The resulting reddish brown solution was stirred overnight, then cooled to 4° C. for 3 hours and the resulting solid collected. A 100 mg portion of this solid was stirred with 15 ml of hot water and then filtered through diatomaceous earth. The filtrate was cooled giving a solid which was collected, giving 90 mg of 1,2-diamino-1,2-dideoxy-D-glucitol, compound with platinum chloride (1:1) as yellow grains, mp 265° C. (dec.).

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