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Sulfuric Acid → HCID 178497740, 화합물

HRID 2350866
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HRID 2350866 반응식
Cl.[NH2:2][C:3]([NH2:5])=[NH:4].C[O-].[Na+].NC(N)=N.[C:13]([CH:18]([C:33]#[N:34])[CH2:19][CH2:20][CH2:21][CH2:22][C:23]1[CH:32]=[CH:31][C:26]([C:27]([O:29][CH3:30])=[O:28])=[CH:25][CH:24]=1)(OCC)=[O:14].S(=O)(=O)(O)O>CN(C)C=O.CO>[NH2:4][C:3]1[N:5]=[C:33]([NH2:34])[C:18]([CH2:19][CH2:20][CH2:21][CH2:22][C:23]2[CH:32]=[CH:31][C:26]([C:27]([O:29][CH3:30])=[O:28])=[CH:25][CH:24]=2)=[C:13]([OH:14])[N:2]=1
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참가 물질

8

반응물 5

HCID 1118Sulfuric AcidHCID 3520GuanidineHCID 5742Guanidine HydrochlorideHCID 10942334Sodium MethoxideHCID 14796094HCID 14796094, 화합물

생성물 1

HCID 178497740HCID 178497740, 화합물

시약·촉매·용매 2

HCID 887
Methanol
용매
HCID 6228Dimethylformamide용매

실험 절차

A mixture of 0.71 g (1.05 eq) of guanidine hydrochloride, 0.40 g (1.05 eq) of sodium methoxide, and 20 mL of anhydrous methanol is stirred under nitrogen for 30 minutes. The solid which forms is removed by filtration and the filtrate concentrated under reduced pressure. To the residue (guanidine free base) is added 2.15 g (1.0 eq) of methyl 4-(5-carbethoxy-5-cyanopentyl)benzoate in 20 mL of anhydrous dimethylformamide. This mixture is stirred under nitrogen with gentle heating for 12 hours, cooled, and then mixed with very dilute sulfuric acid. The solid is collected, washed with water and then diethyl ether, and dried to yield methyl 4-[4-(2,4-diamino-6-hydroxypyrimidin-5-yl)butyl]-benzoate, m.p. 203°-205° C.; IR (KBR) vmax 3495, 3380, 2925, 2850, 1685, 1600, 1490, 1430, 1359, 1282, 1174, 1111, 1015, and 754 cm-1 ; 1H NMR (d6DMSO) delta 9.74 (bs, 1H (3)--NH), 7.83 (d, J=8.1 Hz, 2H, Ar), 7.31 (d, J=8.1 Hz, 2H, Ar), 5.87 (bs, 2H (2)--NH2), 5.60 (bs, 2H, (6)--NH2), 3.80 (s, 3H, CH3), 2.62 (t, J=7.6 Hz, 2H, (5)--CH2), 2.15 (t, J=7.2 Hz, 2H, benzyl), 1.51-1.55 (m, 2H, 2° aliphatic), 1.26-1.28 (m, 2H 2° aliphatic).

후처리

  1. customThe solid which forms is removed by filtration
  2. concentrationthe filtrate concentrated under reduced pressure
  3. stirringThis mixture is stirred under nitrogen
  4. temperaturewith gentle heating for 12 hours
  5. temperaturecooled
  6. customThe solid is collected
  7. washwashed with water
  8. dry with materialdiethyl ether, and dried

출처 및 근거

ORD 기록
ord-122db312600f4fe49505d25241da49a6
출처 데이터셋
uspto-grants-1989_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04871743

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