Hydrochloric Acid → HCID 178432809, compound

HRID 1389584Notes

Reaction equation

HRID 1389584 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[N:9]=[C:10]1[NH:14][CH2:13][CH2:12][N:11]1[O:15][CH2:16][C:17]1[CH:22]=[N:21][C:20]([CH3:23])=[C:19]2[O:24]C(C)(C)[O:26][CH2:27][C:18]=12.[ClH:30]>C(O)C>[ClH:1].[ClH:30].[Cl:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[C:3]=1[N:9]=[C:10]1[NH:14][CH2:13][CH2:12][N:11]1[O:15][CH2:16][C:17]1[C:18]([CH2:27][OH:26])=[C:19]([OH:24])[C:20]([CH3:23])=[N:21][CH:22]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178432808HCID 178432808, compound

Product 1

HCID 178432809HCID 178432809, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3.7 g. of 5-[{[2-[(2,6-dichlorphenyl)imino]-1-imidazolidinyl]oxy}methyl]-2,2,8-trimethyl-4H-m-dioxino[4,5-c]pyridine are dissolved in 50 ml. of ethanol, 50 ml. of 3N hydrochloric acid are added at room temperature and the mixture is left to stand for two days. The solution is evaporated and the residue is recrystallized from methanol/acetronitrile, whereupon 5-[{[2-[(2,6-dichlorophenyl)imino]-1-imidazolidinyl]oxy}methyl]-3-hydroxy-2-methyl-4-pyridinemethanol dihydrochloride, m.p. 216°-218°, is obtained.

Workup

  1. waitthe mixture is left
  2. customThe solution is evaporated
  3. customthe residue is recrystallized from methanol/acetronitrile, whereupon 5-[{[2-[(2,6-dichlorophenyl)imino]-1-imidazolidinyl]oxy}methyl]-3-hydroxy-2-methyl-4-pyridinemethanol dihydrochloride, m.p. 216°-218°
  4. customis obtained

Sources & evidence

ORD record
ord-227f68ac8a7e4d9cbf79e07500bc03c7
Source dataset
uspto-grants-1981_01
Patent number
US04244957

Reaction notes

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