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Sulfuric Acid → HCID 178497740、化合物

HRID 2350866
ノート
印刷プレビュー

反応式

HRID 2350866 の反応式
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
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 5

HCID 1118Sulfuric AcidHCID 3520GuanidineHCID 5742Guanidine HydrochlorideHCID 10942334Sodium MethoxideHCID 14796094HCID 14796094、化合物

生成物 1

HCID 178497740HCID 178497740、化合物

試薬・触媒・溶媒 2

HCID 887
Methanol
溶媒
HCID 6228Dimethylformamide溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-122db312600f4fe49505d25241da49a6
出典データセット
uspto-grants-1989_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04871743

反応ノート

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