Phosphoric Acid → HCID 21998636, 화합물

HRID 1976557노트

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HRID 1976557 반응식
[NH2:1][C:2]1[N:7]([CH2:8][C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[C:11]([O:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH:10]=2)[C:6](=[S:25])[NH:5][C:4](=[O:26])[CH:3]=1.P(=O)(O)(O)O.[N:32]([O-])=O.[Na+].S(S([O-])=O)([O-])=O.[Na+].[Na+]>CS(C)=O.C1COCC1.O.CO>[CH2:18]([O:17][C:11]1[CH:10]=[C:9]([CH:14]=[CH:13][C:12]=1[O:15][CH3:16])[CH2:8][N:7]1[C:2]([NH2:1])=[C:3]([NH2:32])[C:4](=[O:26])[NH:5][C:6]1=[S:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

참가 물질

9

반응물 4

HCID 1004Phosphoric AcidHCID 24489Sodium DithioniteHCID 21998640HCID 21998640, 화합물HCID 23668193Sodium Nitrite

생성물 1

HCID 21998636HCID 21998636, 화합물수율 105.6%

시약·촉매·용매 4

HCID 679Dimethyl Sulfoxide용매HCID 887Methanol용매HCID 962Water용매2회HCID 8028Tetrahydrofuran용매

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온도
30 °C

실험 절차

6-amino-1-(3-benzyloxy-4-methoxy-benzyl)-2-thiouracil (36.94 g, 100 mmole) was dissolved in DMSO (74 ml), diluted with THF (185 ml) and treated with 85% phosphoric acid (7.46 ml). At 55-60° C., 4M sodium nitrite (30 ml, 120 mmole) was added slowly. After 30 minutes, methanol (10 ml) was added, the reaction was cooled to 30° C., and a suspension of 85% sodium dithionite (40.96 g, 200 mmole) in water (80 ml) was added slowly. After the addition of water (200 ml) the solvent was removed in vacuo and the suspension diluted with water to 1 l. The solid was collected at 0-5° C. to give crude 1-(3-benzyloxy-4-methoxy-benzyl)-5,6-diamino-2-thiouracil (40.58 g).

후처리

  1. additionwas added slowly
  2. customwas removed in vacuo
  3. additionthe suspension diluted with water to 1 l
  4. customThe solid was collected at 0-5° C.

출처 및 근거

ORD 기록
ord-05dd7cdb56884f718e51d83ff574f2ff
출처 데이터셋
uspto-grants-2001_05
특허 번호
US06228859B1

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