Ethylene Glycol → HCID 13138561, compound

HRID 2052155Notes

Reaction equation

HRID 2052155 reaction equation
Cl[C:2]1[C:7]([C:8]#[N:9])=[C:6]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:5]=[C:4]([N:16]2[CH2:21][CH2:20][O:19][CH2:18][CH2:17]2)[N:3]=1.[CH2:22]([NH:29][NH2:30])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.C(O)CO>O>[NH2:9][C:8]1[C:7]2[C:2](=[N:3][C:4]([N:16]3[CH2:21][CH2:20][O:19][CH2:18][CH2:17]3)=[CH:5][C:6]=2[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[N:29]([CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[N:30]=1

Participants

5

Reactant 3

HCID 174Ethylene GlycolHCID 11157(Phenylmethyl)hydrazineHCID 13138484HCID 13138484, compound

Product 1

HCID 13138561HCID 13138561, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
130 °C

Procedure

A mixture consisting of 3.0 gm (0.01 mol) of 2-chloro-6-morpholino-4-phenyl-3-cyano-pyridine, 3.7 gm (0.03 mol) of benzyl-hydrazine and 30 ml of ethylene glycol was refluxed for 5 hours at about 130° C. The resulting solution was taken up in 100 ml of water, whereupon the reaction product separated out as a pasty precipitate which was collected and immediately recrystallized from methanol. 2.2 gm (57% of theory) of the compound named in the heading were obtained; after recrystallization from ethyl acetate it had a melting point of 147°-150° C.

Workup

  1. customseparated out as a pasty precipitate which
  2. customwas collected
  3. customimmediately recrystallized from methanol
  4. customwere obtained
  5. customafter recrystallization from ethyl acetate it

Sources & evidence

ORD record
ord-dbf1fdcb812c4ce6b8393d6198626247
Source dataset
uspto-grants-1980_01
Patent number
US04182887

Reaction notes

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