Toluene → HCID 118060526, compound

HRID 509447Notes

Reaction equation

HRID 509447 reaction equation
[NH2:1][C:2]1[C:7]([CH2:8]O)=[CH:6][N:5]=[C:4]([CH2:10][CH3:11])[N:3]=1.[Cl:12]CCl.C1(C)C=CC=CC=1.S(Cl)([Cl:24])=O>N1C=CC=CC=1>[ClH:12].[NH2:1][C:2]1[C:7]([CH2:8][Cl:24])=[CH:6][N:5]=[C:4]([CH2:10][CH3:11])[N:3]=1

Participants

6

Reactant 4

HCID 1140TolueneHCID 6344DichloromethaneHCID 24386Thionyl ChlorideHCID 202681494-Amino-2-ethyl-5-pyrimidinemethanol

Product 1

HCID 118060526HCID 118060526, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

4.59 g (0.03 mol) of 4-amino-2-ethyl-5-(hydroxymethyl)-pyrimidine was charged into a 100 ml flask, followed by 20 ml of dichloromethane, 20 ml of toluene and 0.1 ml of pyridine. 6.5 ml of thionyl chloride (0.28 mol) was dropped in slowly with cooling by ice bath. Then the reaction was stirred overnight. Solvent was removed and the residue was used for next step directly.

Workup

  1. temperaturewith cooling by ice bath
  2. customSolvent was removed

Sources & evidence

ORD record
ord-c3b73ad826fd4c429b62abe2db003646
Source dataset
uspto-grants-2015_08
Patent number
US09096581B2

Reaction notes

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