Formaldehyde → HCID 86747326, compound

HRID 1656918Notes

Reaction equation

HRID 1656918 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][N:9]2[CH2:13][CH2:12][NH:11][C:10]2=[CH:14][N+:15]([O-:17])=[O:16])=[CH:4][CH:3]=1.[CH2:18]=O.[C:20]([O:24][CH2:25][CH3:26])(=[O:23])[CH2:21][SH:22]>C(O)C>[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][N:9]2[CH2:13][CH2:12][NH:11][C:10]2=[C:14]([N+:15]([O-:17])=[O:16])[CH2:18][S:22][CH2:21][C:20]([O:24][CH2:25][CH3:26])=[O:23])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 12185Ethyl ThioglycolateHCID 1809572-Chloro-5-{[2-(nitromethylidene)imidazolidin-1-yl]methyl}pyridine

Product 1

HCID 86747326HCID 86747326, compoundYield 77.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

0.22 g of 1-(6-chloro-3-pyridylmethyl)-2-nitromethyleneimidazolidine, 0.08 g of 37% formaldehyde aqueous solution and 0.1 g of ethyl thioglycolate were added to 5 ml of ethanol, and were reacted under reflux for 3 hours. After completing the reaction, ethanol was distilled off under reduced pressure, and a small amount of ethyl acetate was added to the residue thus obtained to filter the insoluble materials out, thus obtaining 0.25 g of the aimed product (Compound No. 1) having a melting point of from 122.8° to 124.3° C. wherein i is 1, can be obtained, and when the oxidizing agent is used in a molar amount of two times as large as the compound having the formula (I-1), the compound having the formula (I-2) wherein i is 2, can be obtained. (iii) When Z is an alkyl group or an acyl group: ##STR13## (wherein X, Y and j are as defined above; Z' is an alkyl group or an acyl group; and Q is a halogen atom or an acid residue).

Workup

  1. customwere reacted
  2. temperatureunder reflux for 3 hours
  3. distillationwas distilled off under reduced pressure
  4. additiona small amount of ethyl acetate was added to the residue
  5. customthus obtained
  6. filtrationto filter the insoluble materials out,

Sources & evidence

ORD record
ord-ff89ebdd9dc34b84ba9a548dc75bf7ee
Source dataset
uspto-grants-1993_10
Patent number
US05256674

Reaction notes

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