Lawesson's reagent → HCID 9994986, compound

HRID 1793364Notes

Reaction equation

HRID 1793364 reaction equation
[CH3:1][C:2]1([CH3:20])[O:7][C:6](=O)[NH:5][C:4]2[CH:9]=[CH:10][C:11]([C:13]3[S:17][CH:16]=[C:15]([C:18]#[N:19])[CH:14]=3)=[CH:12][C:3]1=2.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:30])=CC=1>O>[CH3:1][C:2]1([CH3:20])[O:7][C:6](=[S:30])[NH:5][C:4]2[CH:9]=[CH:10][C:11]([C:13]3[S:17][CH:16]=[C:15]([C:18]#[N:19])[CH:14]=3)=[CH:12][C:3]1=2

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 9857037HCID 9857037, compound

Product 1

HCID 9994986HCID 9994986, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The title compound was prepared in a manner similar to Example 16 using 5-(4,4-dimethyl-2-oxo-1,4-dihydro-2H-benzo [d][1,3]oxazin-6-yl) thiophene-3-carbonitrile and Lawesson's reagent. The product was obtained in the form of yellow crystals: m.p. 258–259° C. 1H NMR (DMSO-d6) δ 12.3 (s, 1 H), 8.54 (d, 1H, J=0.9 Hz), 7.96 (s, 1H), 7.69–7.62 (m, 2H), 7.11–7.08 (d, 1 H, J=8.3 Hz), 1.69 (s, 6H); MS (ESI) miz 299 [M−H]−; Anal. Calcd. For C15H12N20S2.½ H2O: C, 58.0; H, 4.24; N, 9.05. Found C, 58.33; H, 3.85; N, 8.39.

Workup

  1. customThe product was obtained in the form of yellow crystals

Sources & evidence

ORD record
ord-e8794b502b524658ab1f47d116081e3c
Source dataset
uspto-grants-2006_07
Patent number
US07081457B2

Reaction notes

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