7-Methoxynaphtho[2,1-d]thiazole-2-carbonitrile → HCID 117629320, compound

HRID 64511Notes

Reaction equation

HRID 64511 reaction equation
C[O:2][C:3]1[CH:4]=[C:5]2[C:13](=[CH:14][CH:15]=1)[C:12]1[S:11][C:10]([C:16]#[N:17])=[N:9][C:8]=1[CH:7]=[CH:6]2>Cl.N1C=CC=CC=1.Cl>[OH:2][C:3]1[CH:4]=[C:5]2[C:13](=[CH:14][CH:15]=1)[C:12]1[S:11][C:10]([C:16]#[N:17])=[N:9][C:8]=1[CH:7]=[CH:6]2

Participants

4

Reactant 1

HCID 862813247-Methoxynaphtho[2,1-d]thiazole-2-carbonitrile

Product 1

HCID 117629320HCID 117629320, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 10176127Pyridinium chlorideSolvent

Procedure

7-Methoxynaphtho[2,1-d]thiazole-2-carbonitrile (88 mg, 0.366 mmol) was suspended in 3 g of pyridine hydrochloride salt and sealed in a 5-mL microwave vial containing a stir bar. The mixture was irradiated at 220° C. for 25 minutes (min), then taken up in 1 N HCl and extracted three times with a mixture of DCM and EtOAc. The concentrated residue was purified by silica gel chromatography. 1H NMR (CD2Cl2) d 8.10 (d, 1H); 8.03 (d, 1H); 7.88 (d, 1H); 7.39 (d, 1H); 7.31 (dd, 1H);

Workup

  1. customsealed in a 5-mL microwave vial
  2. additioncontaining a stir bar
  3. customThe mixture was irradiated at 220° C. for 25 minutes (min)
  4. extractionextracted three times
  5. additionwith a mixture of DCM and EtOAc
  6. customThe concentrated residue was purified by silica gel chromatography

Sources & evidence

ORD record
ord-7af15bf3991047e499f80a0b2e75f8d3
Source dataset
uspto-grants-2016_09
Patent number
US09447450B2

Reaction notes

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