Hydrochloric Acid → HCID 178441004, compound

HRID 2118946Notes

Reaction equation

HRID 2118946 reaction equation
CCCC[N:5]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:6]([NH:8][CH2:9][CH2:10][CH2:11]O)=[S:7].Cl>[OH-].[Na+]>[CH2:18]([C:16]1[CH:15]=[CH:14][C:13]([N:5]=[C:6]2[NH:8][CH2:9][CH2:10][CH2:11][S:7]2)=[CH:18][CH:17]=1)[CH2:13][CH2:14][CH3:15]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 56989256HCID 56989256, compound

Product 1

HCID 178441004HCID 178441004, compoundYield 174.1%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A mixture of 18.0 g (0.068 mol) of N-4-n-butylphenyl-N'-3-hydroxypropylthiourea and 20 ml of 12N HCl is heated under reflux for 1 hour. After cooling, the mixture is basified with 100 ml of 4N NaOH and extracted with chloroform. The extract is dried and concentrated; and the resulting residue is recrystallized from hexane to give 14.7 g (yield: 88%) of 2-[(4-n-butylphenyl)imino]-3,4,5,6-tetrahydro-2H-1,3-thiazine, m.p. 77°~78.5° C.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 1 hour
  3. temperatureAfter cooling
  4. extractionextracted with chloroform
  5. customThe extract is dried
  6. concentrationconcentrated
  7. customand the resulting residue is recrystallized from hexane

Sources & evidence

ORD record
ord-188c1ef001c3437a86a98e3dc09c9ecc
Source dataset
uspto-grants-1987_07
Patent number
US04681874

Reaction notes

Loading…