Hydrochloric Acid → (2R,2'R)-2,2'-{Dithiobis[(2-chloro[1,3]thiazolo[4,5-d]pyrimidine-5,7-diyl)(methylimino)]}dipentan-1-ol

HRID 2422195ノート

反応式

HRID 2422195 の反応式
N[C:2]1[S:3][C:4]2[C:9]([N:10]([CH3:17])[C@H:11]([CH2:14][CH2:15][CH3:16])[CH2:12][OH:13])=[N:8][C:7]([SH:18])=[N:6][C:5]=2[N:19]=1.[ClH:20].N([O-])=O.[Na+]>C(#N)C.O>[Cl:20][C:2]1[S:3][C:4]2[C:9]([N:10]([C@H:11]([CH2:14][CH2:15][CH3:16])[CH2:12][OH:13])[CH3:17])=[N:8][C:7]([S:18][S:18][C:7]3[N:8]=[C:9]([N:10]([C@H:11]([CH2:14][CH2:15][CH3:16])[CH2:12][OH:13])[CH3:17])[C:4]4[S:3][C:2]([Cl:20])=[N:19][C:5]=4[N:6]=3)=[N:6][C:5]=2[N:19]=1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 23668193Sodium NitriteHCID 178448297HCID 178448297、化合物

生成物 1

HCID 59868834(2R,2'R)-2,2'-{Dithiobis[(2-chloro[1,3]thiazolo[4,5-d]pyrimidine-5,7-diyl)(methylimino)]}dipentan-1-ol収率 75%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6342Acetonitrile溶媒

実験手順

(2R)-2-[(2-Amino-5-mercapto[1,3]thiazolo[4,5-d]pyrimidin-7-yl)(methyl)amino]pentan-1-ol (1.0 g, 3.34 mmol) was dissolved in acetonitrile (25 ml) and concentrated hydrochloric acid (40 mL). Sodium nitrite (461 mg, 6.67 mmol) was dissolved in water (2 mL) and added at 0° C. The reaction mixture was kept at 0° C. for three days. The reaction mixture was poured onto ice and the precipitated product was collected by filtration and washed with water. Drying in vacuo gave the title compound 800 mg (75% yield).

後処理

  1. additionadded at 0° C
  2. additionThe reaction mixture was poured onto ice
  3. filtrationthe precipitated product was collected by filtration
  4. washwashed with water
  5. customDrying in vacuo

出典と根拠

ORDレコード
ord-8750b103fec046fc9fc3bc7b38384816
出典データセット
uspto-grants-2011_06
特許番号
US07960395B2

反応ノート

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