O-Methyltyramine → HCID 18982108, compound

HRID 1440883Notes

Reaction equation

HRID 1440883 reaction equation
[NH2:1][C:2]1[C:7]([N:8]=[O:9])=[C:6]([NH2:10])[N:5]=[C:4](SC)[N:3]=1.[CH3:13][O:14][C:15]1[CH:23]=[CH:22][C:18]([CH2:19][CH2:20][NH2:21])=[CH:17][CH:16]=1>O>[NH2:1][C:2]1[C:7]([N:8]=[O:9])=[C:6]([NH2:10])[N:5]=[C:4]([NH:21][CH2:20][CH2:19][C:18]2[CH:22]=[CH:23][C:15]([O:14][CH3:13])=[CH:16][CH:17]=2)[N:3]=1

Participants

4

Reactant 2

HCID 4657O-MethyltyramineHCID 3276844,6-Pyrimidinediamine, 2-(methylthio)-5-nitroso-

Product 1

HCID 18982108HCID 18982108, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The starting material was prepared as follows:-1) A mixture of 4,6-diamino-2-methylthio-5-nitrosopyrimidine (10 g, 5.4 mM), 4-methoxyphenethylamine (7.92 ml, 5.4 mM) and water (180 ml) was heated to reflux for one hour. After cooling the red solid was separated by filtration, washed with water, and dried. There was thus obtained 4,6-diamino-2-[2-(4-methoxyphenyl)-ethyl]amino-5-nitrosopyrimidine (13.4 g, 84% yield). NMR: DMSO-d6 ; 2.7-2.85(m,2H, CH2 --CH2), 3.4-3.6(m, 2H, CH2 --NH), 3.7 (s, 3H, OCH3), 6.75-6.8(m,2H, aromatic-H), 7.05-7.25 (m, 2H, aromatic-H), 7.4-10.5 (m,5H, NH2 ×2, NH), m/e [M+H[+ 289.

Workup

  1. customThe starting material was prepared
  2. temperaturewas heated
  3. temperatureto reflux for one hour
  4. temperatureAfter cooling the red solid
  5. customwas separated by filtration
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-3a30147a0f8b49088dbc06ba2cc25cbe
Source dataset
uspto-grants-1996_03
Patent number
US05500428

Reaction notes

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