Hydrochloric Acid → HCID 13526432, compound

HRID 444291Notes

Reaction equation

HRID 444291 reaction equation
C([NH:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[N:18]3[C:14]([S:15][CH2:16][CH2:17]3)=[N:13][C:12]=2[C:19]2[CH:24]=[CH:23][C:22]([NH:25]C(=O)C)=[CH:21][CH:20]=2)=[CH:7][CH:6]=1)(=O)C.Cl.[OH-].[Na+]>>[NH2:4][C:5]1[CH:6]=[CH:7][C:8]([C:11]2[N:18]3[C:14]([S:15][CH2:16][CH2:17]3)=[N:13][C:12]=2[C:19]2[CH:24]=[CH:23][C:22]([NH2:25])=[CH:21][CH:20]=2)=[CH:9][CH:10]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 13526425HCID 13526425, compound

Product 1

HCID 13526432HCID 13526432, compound

Procedure

A suspension of 25 g. (0.064 mole) of 5,6-bis-(p-acetamidophenyl)-2,3-dihydroimidazo[2,1-b]thiazole, prepared as in Example 22, in 250 ml. of 6 N hydrochloric acid was refluxed with stirring under nitrogen for 1.75 hours. This solution was chilled, made alkaline with 10% aqueous sodium hydroxide and filtered. The precipitate was washed with a small amount of acetonitrile and recrystallized from acetonitrile with charcoal to give 5,6-bis(p-aminophenyl)-2,3-dihydroimidazo[2,1-b]thiazole, m.p. 205°-206.5° C.

Workup

  1. additionA suspension of 25 g
  2. temperatureThis solution was chilled
  3. filtrationfiltered
  4. washThe precipitate was washed with a small amount of acetonitrile
  5. customrecrystallized from acetonitrile with charcoal

Sources & evidence

ORD record
ord-7c0785c8a1aa4448a4e4cf4d73683aef
Source dataset
uspto-grants-1981_04
Patent number
US04263311

Reaction notes

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