p-Toluenesulfonic acid → 2,3-Dihydro-1,3-dimethyl-2-dodecylperimidine

HRID 1082127

반응식

HRID 1082127 반응식
[CH3:1][NH:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][C:11]=2[NH:13][CH3:14])[CH:6]=[CH:5][CH:4]=1.[CH:15](=O)[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27].C1(C)C=CC(S(O)(=O)=O)=CC=1.[OH-].[Na+]>O.O1CCCC1>[CH3:14][N:13]1[C:11]2=[C:12]3[C:7](=[CH:8][CH:9]=[CH:10]2)[CH:6]=[CH:5][CH:4]=[C:3]3[N:2]([CH3:1])[CH:15]1[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]

참가 물질

7

반응물 4

HCID 6101p-Toluenesulfonic acidHCID 14798Sodium HydroxideHCID 25311TridecanalHCID 140748N,N'-Dimethyl-1,8-naphthalenediamine

생성물 1

HCID 154041002,3-Dihydro-1,3-dimethyl-2-dodecylperimidine

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of N,N'-dimethyl-1,8-naphthalene diamine (prepared in Example 1)(0.50 g, 2.7 mmol, 186), tridecanal (0.56 g, 2.85 mmol. 197), p-toluenesulfonic acid (5 mg), and tetrahydrofuran (5 ml) was stirred at room temperature for 15 minutes. The mixture was basified with 25% sodium hydroxide (1.0 ml), diluted with water (20 ml) and extracted with ether (100 ml). The extract was dried over potassium carbonate, concentrated to give 2,3-dihydro-1,3-dimethyl-2-dodecyl perimidine as a solid: mp 30°-32° C.; NMR (CDCl3) 7.13(m, 4H), 6.32(d, 2H), 4.27(t, 1H), 3.02(s, 6H), 1.7-1.1(m, 22H), 0.85(t, 3H); IR (neat) 1595 cm-1.

후처리

  1. extractionextracted with ether (100 ml)
  2. dry with materialThe extract was dried over potassium carbonate
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-3b6463137cac4d9a88d8ba9b7410d725
출처 데이터셋
uspto-grants-1996_12
특허 번호
US05589100

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