HCID 178440705, compound → HCID 18004255, compound

HRID 1507531Notes

Reaction equation

HRID 1507531 reaction equation
[C:1]([C:5]1[CH:6]=[CH:7][C:8]2[S:12][C:11](S)=[N:10][C:9]=2[CH:14]=1)([CH3:4])([CH3:3])[CH3:2]>C(O)(=O)C.[Fe]>[C:1]([C:5]1[CH:6]=[CH:7][C:8]2[S:12][CH:11]=[N:10][C:9]=2[CH:14]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 178440705HCID 178440705, compound

Product 1

HCID 18004255HCID 18004255, compound

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 176Acetic AcidSolvent

Procedure

Following the same procedure as in step 2 of Example 337 using 5-tert-butyl-1,3-benzothiazole-2-thiol (1.2 g, 5.36 mmol, 1.00 equiv), and iron powder (3.0 g, 53.57 mmol, 10.00 equiv) in acetic acid (60 mL). 1.12 g (crude) of the title compound was obtained as a yellow liquid, which was used directly for next step without further purification. 1H-NMR (400 MHz, DMSO-d6): δ ppm δ 1.459(s, 9H), 7.544(dd, J=1.6 Hz, J=8.8 Hz, 1H), 7.897(d, J=8.8 Hz, 1H), 8.187(d, J=1.6 Hz, 1H), 9.00(s, 1H).

Sources & evidence

ORD record
ord-865b3a1d85db4947a01448cf7f25e78f
Source dataset
uspto-grants-2015_12
Patent number
US09221809B2

Reaction notes

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