Lawesson's reagent → HCID 86671704, compound

HRID 1748962Notes

Reaction equation

[CH:1]1[C:13]2[CH2:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][C:2]=1[NH:14][C:15](=O)[CH:16]([CH3:18])[CH3:17].COC1C=CC(P2(=S)SP(=S)(C3C=CC(OC)=CC=3)[S:29]2)=CC=1>C1(C)C=CC=CC=1>[CH:1]1[C:13]2[CH2:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][C:2]=1[NH:14][C:15](=[S:29])[CH:16]([CH3:18])[CH3:17]

Participants

Conditions

Temperature: 130 °C

Procedure

In a 500 mL three-neck flask were put 20 g (80 mmol) of N-(9H-fluoren-2-yl)isobutyramide, 16 g (40 mmol) of 2,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane-2,4-disulfide (Lawesson's reagent), and 150 mL of toluene, and the mixture was heated and refluxed at 130° C. for 4 hours. After that, the precipitated solid was washed with toluene and subjected to suction filtration to give 21 g of a yellow solid of N-(9H-fluoren-2-yl)isobutyrthioamide in a yield of 100%. The synthesis scheme of Step 2 is shown in (c-2) below.

Workup

customIn a 500 mL three-neck flask were put
washAfter that, the precipitated solid was washed with toluene
filtrationsubjected to suction filtration

Sources & evidence

ORD record: ord-ad2eb7eaae9b4d70926e462687d2aadc
Source dataset: uspto-grants-2015_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09155158B2

Reaction notes

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