Propyl Isothiocyanate → HCID 53767345, compound

HRID 542486Notes

Reaction equation

HRID 542486 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][N:13]2[C:17](=[O:18])[C:16]3=[CH:19][CH:20]=[CH:21][CH:22]=[C:15]3[C:14]2=[O:23])[N:3]=1.[CH2:24]([N:27]=[C:28]=[S:29])[CH2:25][CH3:26]>N1C=CC=CC=1>[CH2:24]([NH:27][C:28](=[S:29])[NH:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][N:13]2[C:14](=[O:23])[C:15]3=[CH:22][CH:21]=[CH:20][CH:19]=[C:16]3[C:17]2=[O:18])[N:3]=1)[CH2:25][CH3:26]

Participants

4

Reactant 2

HCID 69403Propyl IsothiocyanateHCID 20208711HCID 20208711, compound

Product 1

HCID 53767345HCID 53767345, compoundYield 64.1%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 4-amino-2-(5-phthalimidopentyl)pyrimidine (2 g.) and propylisothiocyanate (1 g.) in pyridine (5 ml.) was heated under reflux for 16 hours then evaporated to dryness. The residual solid was triturated with acetonitrile to give 4-(3-propylthioureido)-2-(5-phthalimidopentyl)pyrimidine (1.7 g.), m.p. 146°-9°.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 16 hours
  3. customthen evaporated to dryness
  4. customThe residual solid was triturated with acetonitrile

Sources & evidence

ORD record
ord-7a405fc661344a9bb579bc4395ddf6e4
Source dataset
uspto-grants-1987_04
Patent number
US04657908

Reaction notes

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