3-Chloro-1,2-propanediol → HCID 21488909, compound

HRID 1974316Notes

Reaction equation

HRID 1974316 reaction equation
Cl[CH2:2][CH:3]([OH:6])[CH2:4][OH:5].[Na+].[CH2:8]([N:15]([CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[CH2:16][C:17]([C:19]1[CH:27]=[C:23]([C:24]([NH-:26])=[O:25])[C:22]([OH:28])=[CH:21][CH:20]=1)=[O:18])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>C1(C)C=CC=CC=1>[CH2:29]([N:15]([CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH2:16][C:17]([C:19]1[CH:20]=[CH:21][C:22]([O:28][CH2:2][CH:3]([OH:6])[CH2:4][OH:5])=[C:23]([CH:27]=1)[C:24]([NH2:26])=[O:25])=[O:18])[C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1

Participants

4

Reactant 2

HCID 72903-Chloro-1,2-propanediolHCID 131710582HCID 131710582, compound

Product 1

HCID 21488909HCID 21488909, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

3-Chloropropane-1,2-diol (2.65 g) was added to a refluxing suspension of 5-(N,N-dibenzylglycyl)salicylamide sodium salt (10.0 g) in toluene (100 ml) and heating was continued for 6 hours. The mixture was cooled and filtered and the filtrate was evaporated. The residue was crystallised twice from ethanol to give the required product m.p. 169°-173°.

Workup

  1. temperatureheating
  2. temperatureThe mixture was cooled
  3. filtrationfiltered
  4. customthe filtrate was evaporated
  5. customThe residue was crystallised twice from ethanol

Sources & evidence

ORD record
ord-9c8c68964eb04c00abdb9d3bcc071657
Source dataset
uspto-grants-1976_12
Patent number
US04000193

Reaction notes

Loading…