Hydrochloric Acid → HCID 21332820, compound

HRID 1390540Notes

Reaction equation

HRID 1390540 reaction equation
[C:1]1([O:11][CH2:12][CH:13]([O:26][C:27]([O:29][CH3:30])=[O:28])[CH2:14][N:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]2=[N:21][C:22]([O:24][CH3:25])=[O:23])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[ClH:31]>C(O)C>[C:1]1([O:11][CH2:12][CH:13]([O:26][C:27]([O:29][CH3:30])=[O:28])[CH2:14][N:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]2([Cl:31])[NH:21][C:22]([O:24][CH3:25])=[O:23])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 313Hydrochloric Acid2×HCID 54305937HCID 54305937, compound

Product 1

HCID 21332820HCID 21332820, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

18 Grams of 3-(1-naphthoxy)-1-(2-methoxycarbonylimino-1,2-dihydro-1-pyridyl)-2-methoxycarbonyloxypropane were dissolved in about 50 ml of absolute ethanol. Concentrated hydrochloric acid was added dropwise until the pH was 1.0. The mixture was heated until a homogeneous solution was obtained and additional hydrochloric acid was added to bring the pH to 1.0. The solvent was evaporated under vacuum and the residual oil was dissolved in 25 milliliters of hot isopropyl alcohol. The product which crystallized on cooling was collected on a filter, washed with isopropyl alcohol, and dried to yield 3-(1-naphthoxy)-1-(2-chloro-2-methoxycarbonylamino-1,2-dihydro-1-pyridyl)-2-methoxycarbonyloxypropane. M.P. 133°-135° C.

Workup

  1. temperatureThe mixture was heated until a homogeneous solution
  2. customwas obtained
  3. customThe solvent was evaporated under vacuum
  4. dissolutionthe residual oil was dissolved in 25 milliliters of hot isopropyl alcohol
  5. customThe product which crystallized
  6. temperatureon cooling
  7. customwas collected on a filter
  8. washwashed with isopropyl alcohol
  9. customdried

Sources & evidence

ORD record
ord-5b59089a4a4e4e55b74454b9ef6dcaf7
Source dataset
uspto-grants-1979_02
Patent number
US04139537

Reaction notes

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