4-Chlorobenzaldehyde → HCID 86733082, compound

HRID 1578950Notes

Reaction equation

HRID 1578950 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][CH:3]=1.[CH2:10]([O:12][C:13](=[O:25])[CH2:14][S:15][C:16]1[N:21]=[C:20]([Cl:22])[CH:19]=[C:18]([NH:23][NH2:24])[N:17]=1)[CH3:11]>C(O)(=O)C>[CH2:10]([O:12][C:13](=[O:25])[CH2:14][S:15][C:16]1[N:21]=[C:20]([Cl:22])[CH:19]=[C:18]([NH:23][N:24]=[CH:6][C:5]2[CH:8]=[CH:9][C:2]([Cl:1])=[CH:3][CH:4]=2)[N:17]=1)[CH3:11]

Participants

4

Reactant 2

HCID 77264-ChlorobenzaldehydeHCID 53891432HCID 53891432, compound

Product 1

HCID 86733082HCID 86733082, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

To a solution of 2.1 g of p-chlorobenzaldehyde in 25 ml. of glacial acetic acid was added a solution of 3.9 g of (4-chloro-6-hydrazino-2-pyrimidinylthio) acetic acid ethyl ester in 100 ml. of glacial acetic acid. The reaction mixture was warmed on a steam bath for a few minutes and then cooled in ice. The resulting precipitate was collected, washed with petroleum ether and recrystallized twice from ethanol affording 3.6 g of product, mp. 162°-165°C.

Workup

  1. temperatureThe reaction mixture was warmed on a steam bath for a few minutes
  2. temperaturecooled in ice
  3. customThe resulting precipitate was collected
  4. washwashed with petroleum ether
  5. customrecrystallized twice from ethanol affording 3.6 g of product, mp. 162°-165°C.

Sources & evidence

ORD record
ord-5e57fba8e7484237a0f6af7fed77dbdd
Source dataset
uspto-grants-1976_02
Patent number
US03940394

Reaction notes

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