Hydrochloric Acid → HCID 178521382, compound

HRID 614836Notes

Reaction equation

HRID 614836 reaction equation
Cl.Cl.Cl.NC1C(N)=CC=CC=1OCC(O)CN1CCC(COC2C=CC=CC=2)CC1.Cl.N([O-])=O.[Na+].Cl.[OH:37][CH:38]([CH2:50][N:51]1[CH2:56][CH2:55][CH:54]([CH2:57][O:58][C:59]2[CH:64]=[CH:63][CH:62]=[CH:61][CH:60]=2)[CH2:53][CH2:52]1)[CH2:39][O:40][C:41]1[C:49]2[N:48]=[N:47][NH:46][C:45]=2[CH:44]=[CH:43][CH:42]=1>O>[OH:37][CH:38]([CH2:50][N:51]1[CH2:56][CH2:55][CH:54]([CH2:57][O:58][C:59]2[CH:64]=[CH:63][CH:62]=[CH:61][CH:60]=2)[CH2:53][CH2:52]1)[CH2:39][O:40][C:41]1[C:49]2[N:48]=[N:47][NH:46][C:45]=2[CH:44]=[CH:43][CH:42]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 205708532,3-Diamino-1-[2-hydroxy-3-(4-phenoxymethylpiperidino)-propoxy]-benzene trihydrochlorideHCID 23668193Sodium NitriteHCID 178479701HCID 178479701, compound

Product 1

HCID 178521382HCID 178521382, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To a suspension of 23.0 g. 2,3-diamino-1-[2-hydroxy-3-(4-phenoxymethylpiperidino)-propoxy]-benzene trihydrochloride in 150 ml. water and 8.8 ml. concentrated hydrochloric acid, there is added dropwise at 0° C. a solution of 3.3 g. sodium nitrite in 37 ml. water. After standing overnight, the reaction mixture is filtered and the precipitate is recrystallized from methanol. There are obtained 9.5 g. (47% of theory) 4-[2-hydroxy-3-(4-phenoxymethylpiperidino)-propoxy]-benzotriazole hydrochloride; m.p. 187°-189° C.

Workup

  1. additionTo a suspension of 23.0 g
  2. filtrationthe reaction mixture is filtered
  3. customthe precipitate is recrystallized from methanol
  4. customThere are obtained 9.5 g

Sources & evidence

ORD record
ord-a79cdc4e6c8f4c08af7438a4a6b7dab8
Source dataset
uspto-grants-1979_03
Patent number
US04146630

Reaction notes

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