Hydrochloric Acid → HCID 178432809, compound

HRID 223668Notes

Reaction equation

HRID 223668 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-dichlorophenyl)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 3 N 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/acetonitrile, 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/acetonitrile, 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-570bb4be2c2d4fbc846761a3d9064823
Source dataset
uspto-grants-1982_10
Patent number
US04355033

Reaction notes

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