Ammonia → 7-(2-Chloro-6-fluorobenzylamino)[1,2,5]thiadiazolo[3,4-d]pyrimidine

HRID 1704779

Reaction equation

HRID 1704779 reaction equation
[NH2:1][C:2]1[C:3]2[C:4](=[N:8][S:9][N:10]=2)[N:5]=[CH:6][N:7]=1.N.[Cl:12][C:13]1[CH:20]=[CH:19][CH:18]=[C:17]([F:21])[C:14]=1[CH2:15]Cl>>[Cl:12][C:13]1[CH:20]=[CH:19][CH:18]=[C:17]([F:21])[C:14]=1[CH2:15][NH:1][C:2]1[C:3]2[C:4](=[N:8][S:9][N:10]=2)[N:5]=[CH:6][N:7]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 95769(1,2,5)Thiadiazolo(3,4-d)pyrimidin-7-amineHCID 1086751-Chloro-2-(chloromethyl)-3-fluorobenzene

Product 1

HCID 204820257-(2-Chloro-6-fluorobenzylamino)[1,2,5]thiadiazolo[3,4-d]pyrimidineYield 25%

Conditions

Temperature
110 °C

Procedure

An autoclave was charged with 1.54 g. (0.01 mole) of 7-amino[1,2,5]thiadiazolo[3,4-d]pyrimidine prepared by the process set forth in Example 1, 5.1 g. (0.3 mole) ammonia and 4.48 g. (0.025 mole) 2-chloro-6-fluorobenzyl chloride. The vessel was sealed and the contents heated at 110° C. for 15 hours. After cooling and evaporation of the excess ammonia, the resulting solid was collected by filtration, washed successively with water and hexane to afford a 25% yield of product.

Workup

  1. additionAn autoclave was charged with 1.54 g
  2. customThe vessel was sealed
  3. temperatureAfter cooling
  4. customevaporation of the excess ammonia
  5. filtrationthe resulting solid was collected by filtration
  6. washwashed successively with water and hexane

Sources & evidence

ORD record
ord-640dc70040b54c33ad486aca2e13e8f2
Source dataset
uspto-grants-1978_11
Patent number
US04127721

Linked notes

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