Cyanuric chloride → 4,6-Dichloro-1,3,5-trazin-2-amine

HRID 530042Notes

Reaction equation

HRID 530042 reaction equation
Cl[C:2]1[N:7]=[C:6]([Cl:8])[N:5]=[C:4]([Cl:9])[N:3]=1.[OH-].[NH4+:11]>CC(C)=O>[NH2:11][C:2]1[N:7]=[C:6]([Cl:8])[N:5]=[C:4]([Cl:9])[N:3]=1

Participants

4

Conditions

Temperature
25 °C

Procedure

2,4,6-Trichloro-1,3,5-triazine (XVIII) (10.0 g, 55 mmol) was dissolved in acetone (80 mL) and poured into ice-water (80 mL) to form a very fine suspension. To this mixture, 1 N ammonium hydroxide solution (108 mL, 109.4 mmol) was added at 0° C. The reaction was stirred for 30 min at ambient temperature and for additional 60 min at 25° C. The precipitate was filtered off, washed with water (3×25 mL). After drying over calcium chloride under high vacuum, 6-amino-2,4-dichloro-[1,3,5]triazine (XXXVII) was isolated as white powder (7.4 g, 82% yield). LCMS (ESI) m/z=165 (M+H)+.

Workup

  1. customto form a very fine suspension
  2. filtrationThe precipitate was filtered off
  3. washwashed with water (3×25 mL)
  4. dry with materialAfter drying over calcium chloride under high vacuum

Sources & evidence

ORD record
ord-dd9cbe7642d04cfa8279d175aa5fc1ca
Source dataset
uspto-grants-2016_05
Patent number
US09351972B2

Reaction notes

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