Hydrogen Bromide → HCID 19705067, compound

HRID 1081594Notes

Reaction equation

HRID 1081594 reaction equation
C(O[CH2:9][C:10]1[N:15]=[C:14]([NH2:16])[N:13]=[C:12]([NH2:17])[C:11]=1[C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:19]=1[Cl:25])C1C=CC=CC=1.[BrH:26]>C(O)(=O)C>[NH2:16][C:14]1[N:13]=[C:12]([NH2:17])[C:11]([C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:19]=2[Cl:25])=[C:10]([CH2:9][Br:26])[N:15]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 115236576-Benzyloxymethyl-2,4-diamino-5-(2,4-dichlorophenyl)pyrimidine

Product 1

HCID 19705067HCID 19705067, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
100 °C

Procedure

2,4-Diamino-6-benzyloxymethyl-5-(2,4-dichlorophenyl)pyrimidine (Example 26) (6.5 g) was dissolved in a 47% solution of hydrobromic acid in acetic acid (75 ml) and the mixture stirred and heated at 100° C. for 6 hours. After standing at room temperature overnight the dihydrobromide salt was filtered off, washed with ether and dried in vacuo, 6 g. To a stirred solution of the dihydrobromide salt (0.43 g) in dimethylsulphoxide (4 ml) was added dropwise a solution of sodium bicarbonate (0.84 g) in water (10 ml). After 30 minutes the precipitate was filtered off washed with water then ether and dried in vacuo, 0.26 g, mp.>270° C. (decomposes).

Workup

  1. filtrationthe dihydrobromide salt was filtered off
  2. washwashed with ether
  3. customdried in vacuo, 6 g
  4. additionTo a stirred solution of the dihydrobromide salt (0.43 g) in dimethylsulphoxide (4 ml) was added dropwise a solution of sodium bicarbonate (0.84 g) in water (10 ml)
  5. filtrationAfter 30 minutes the precipitate was filtered off
  6. washwashed with water
  7. dry with materialether and dried in vacuo, 0.26 g, mp.>270° C. (decomposes)

Sources & evidence

ORD record
ord-ac6f1b8cd2cd4ac199eefa730bcb7891
Source dataset
uspto-grants-1996_12
Patent number
US05587380

Reaction notes

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