Sodium Hydroxide → 3,9-Dihydro-1H-purine-2,6-dithione

HRID 429794

反応式

HRID 429794 の反応式
[NH:1]1[C:10](=O)[C:9]2[NH:8][CH:7]=[N:6][C:5]=2[NH:4][C:2]1=[S:3].P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:13].[OH-].[Na+]>N1C=CC=CC=1>[NH:1]1[C:10](=[S:13])[C:9]2[NH:8][CH:7]=[N:6][C:5]=2[NH:4][C:2]1=[S:3]

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 14817Phosphorus sulfide (P2S5)HCID 12681852-Thioxanthine

生成物 1

HCID 12682523,9-Dihydro-1H-purine-2,6-dithione収率 89.6%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

8.41 g (21 mmoles) of 2-thioxanthine are refluxed with 5.60 (25.2 mmoles) of phosphorus pentasulfide in 80 ml of pyridine. After 5.5 hours 27.7 ml (55.4 mmoles) of 2N NaOH were added at 5-10° C. The solid was filtered off and washed with pyridine. The filtrate was evaporated in vacuo to dryness, the residue is suspended in 200 ml of water with little tetrahydrofuran (THF) for crystllization, the suspension is concentrated and the solid at pH 8 collected and washed. Redissolution in 100 ml of 0.5 N NaOH, treatment with charcoal (20%), filtration and acidification to pH 6 yielded the solid crude dithioxanthine 7.84 g (89.6%). Crystallization from chloroform and suspension in hot methanol gave 5.31 g (60.7%) of dithioxanthine with mp 241-3° C. The mother liquors were combined (2.36 g) and filtered with chloroform through 60 g of silicagel in a column: 1.73 g (19.8%) were isolated as a second crop.

後処理

  1. filtrationThe solid was filtered off
  2. washwashed with pyridine
  3. customThe filtrate was evaporated in vacuo to dryness
  4. concentrationthe suspension is concentrated
  5. customthe solid at pH 8 collected
  6. washwashed
  7. filtrationRedissolution in 100 ml of 0.5 N NaOH, treatment with charcoal (20%), filtration and acidification to pH 6

出典と根拠

ORDレコード
ord-2d9fef2d14b1485d9c4c38222250eaf0
出典データセット
uspto-grants-2001_11
特許番号
US06319928B1

関連ノート

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