Hydrochloric Acid → HCID 58092750, compound

HRID 1807673Notes

Reaction equation

HRID 1807673 reaction equation
[C:1]([C:5]1[S:6][C:7]2[CH2:20][CH2:19][C:11]3[N:12]=[C:13]([NH:15]C(=O)C)[S:14][C:10]=3[C:8]=2[N:9]=1)([CH3:4])([CH3:3])[CH3:2].Cl.C(=O)(O)[O-].[Na+]>CCO>[C:1]([C:5]1[S:6][C:7]2[CH2:20][CH2:19][C:11]3[N:12]=[C:13]([NH2:15])[S:14][C:10]=3[C:8]=2[N:9]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 86649531HCID 86649531, compound

Product 1

HCID 58092750HCID 58092750, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

N-(7-tert-Butyl-4,5-dihydro-benzo[1,2-d;3,4-d′]bisthiazol-2-yl)-acetamide (Stage T.2, 225 mg, 0.732 mmol) was dissolved in EtOH (10 mL), HCl 36% (1.48 g, 14.64 mmol) was then added, and the RM heated to reflux. After 18 hours at reflux the RM was cooled to rt and adjusted to pH 8-9 by the addition of 5% aqueous sodium bicarbonate solution, extracted with EtOAc, and washed two times with H2O. The organic layer was dried over Na2SO4 and evaporated to give the title product (tR 4.408 min (Method F)).

Workup

  1. temperaturethe RM heated to reflux
  2. temperatureAfter 18 hours at reflux the RM
  3. extractionextracted with EtOAc
  4. washwashed two times with H2O
  5. dry with materialThe organic layer was dried over Na2SO4
  6. customevaporated

Sources & evidence

ORD record
ord-205846c0afd44c3a9a4d8f22e0bf6516
Source dataset
uspto-grants-2013_01
Patent number
US08357707B2

Reaction notes

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