Hydrochloric Acid → HCID 21445647, compound

HRID 597573Notes

Reaction equation

HRID 597573 reaction equation
[Cl:1](O)(=O)(=O)=O.[S:6]1[CH:10]=[CH:9][N:8]2[CH2:11][CH:12]([C:14]3[CH:15]=[C:16]([CH:21]=[CH:22][CH:23]=3)[NH:17]C(=O)C)[N:13]=[C:7]12.[ClH:24]>>[ClH:1].[ClH:24].[NH2:17][C:16]1[CH:15]=[C:14]([CH:12]2[CH2:11][N:8]3[C:7]([S:6][CH:10]=[CH:9]3)=[N:13]2)[CH:23]=[CH:22][CH:21]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 21445641HCID 21445641, compound

Product 1

HCID 21445647HCID 21445647, compound

Procedure

A 2.80 g. (00078 mole) portion of 3'-(5,6-dihydroimidazo[2,1-b]thiazol-6-yl)acetanilide perchlorate (Example 7) is converted to the free base and then dissolved in 15 ml. of 6N hydrochloric acid. The solution is stirred at reflux for 1.6 hours and then evaporated at reduced pressure. The residue is azeotroped with 2-propanol and crystallized from 95% ethanol/2-propanol to give 1.69 g. (75%) of crystalline product, melting point 242°-244° C. Anal. Calcd, for C11H13Cl2N3S: C, 45.54; H, 4.52; Cl, 24.43; N, 14.48; S. 11.05. Found: C, 45.39; H, 4.66; Cl, 24.26; N, 12.27; S, 10.83.

Workup

  1. dissolutiondissolved in 15 ml
  2. temperatureat reflux for 1.6 hours
  3. customevaporated at reduced pressure
  4. customThe residue is azeotroped with 2-propanol
  5. customcrystallized from 95% ethanol/2-propanol
  6. customto give 1.69 g

Sources & evidence

ORD record
ord-ea30a94a883b4f449f2ff2e8191c3cbc
Source dataset
uspto-grants-1977_03
Patent number
US04014892

Reaction notes

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