Lawesson's reagent → HCID 11291508, compound

HRID 1816925Notes

Reaction equation

HRID 1816925 reaction equation
[CH3:1][C:2]1([C:21]2[CH:25]=[CH:24][S:23][CH:22]=2)[C:8]2[CH:9]=[C:10]([C:13]3[NH:17][C:16]([C:18]#[N:19])=[CH:15][CH:14]=3)[CH:11]=[CH:12][C:7]=2[NH:6][C:5](=O)[CH2:4][O:3]1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:35])=CC=1>>[CH3:1][C:2]1([C:21]2[CH:25]=[CH:24][S:23][CH:22]=2)[C:8]2[CH:9]=[C:10]([C:13]3[NH:17][C:16]([C:18]#[N:19])=[CH:15][CH:14]=3)[CH:11]=[CH:12][C:7]=2[NH:6][C:5](=[S:35])[CH2:4][O:3]1

Participants

3

Reactant 2

HCID 87949Lawesson's reagentHCID 11221807HCID 11221807, compound

Product 1

HCID 11291508HCID 11291508, compound

Procedure

Prepared from 5-[5-methyl-2-oxo-5-(3-thienyl)-1,2,3,5-tetrahydro-4,1-benzoxazepin-7-yl]-1H-pyrrole-2-carbonitrile and Lawesson's reagent generally according to example 10. 1H NMR (DMSO-d6): δ 12.67 (s, 1H), 12.01 (s, 1H), 7.71-7.74 (m, 2H), 7.54 (dd, J=5.08, 2.99 Hz, 1H), 7.41 (d, J=9.2 Hz, 1H), 7.2 (dd, J=2.87, 1.3 Hz, 1H), 7.05 (dd, J=5.04, 1.31 Hz, 1H), 7.00 (dd, J=3.84, 2.1 Hz, 1H), 6.76 (dd, J=3.79, 2.51 Hz, 1H), 4.4 (d, J=15.34 Hz, 1H), 4.27 (d, J=15.33 Hz, 1H), 1.98 (s, 3H); MS (ESI) m/z 366 ([M+H]+); MS (ESI) m/z 364 ([M−H]−). Anal. calcd for C19H15N3OS2: C, 62.44; H, 4.14; N, 11.5. Found: C, 61.9; H, 4.14; N, 11.27.

Sources & evidence

ORD record
ord-c25bc54ed61e4ba4bc23a71022de40c9
Source dataset
uspto-grants-2009_10
Patent number
US07598237B2

Reaction notes

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