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 2422195노트

반응식

HRID 2422195 반응식
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

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 23668193Sodium NitriteHCID 178448297HCID 178448297, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 6342Acetonitrile용매

실험 절차

(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).

후처리

  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

출처 및 근거

ORD 기록
ord-8750b103fec046fc9fc3bc7b38384816
출처 데이터셋
uspto-grants-2011_06
특허 번호
US07960395B2

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