[(Cyclopropylmethyl)sulfanyl]methanimidamide hydrobromide → 4-(5-Chlorothiophen-2-yl)-2-cyclopropylmethylthiobenzonitrile

HRID 25289Notes

Reaction equation

HRID 25289 reaction equation
[Cl:1][C:2]1[S:6][C:5]([C:7]2[CH:14]=[CH:13][C:10]([C:11]#[N:12])=[C:9](F)[CH:8]=2)=[CH:4][CH:3]=1.Br.[CH:17]1([CH2:20][S:21]C(=N)N)[CH2:19][CH2:18]1>>[Cl:1][C:2]1[S:6][C:5]([C:7]2[CH:14]=[CH:13][C:10]([C:11]#[N:12])=[C:9]([S:21][CH2:20][CH:17]3[CH2:19][CH2:18]3)[CH:8]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 2777025[(Cyclopropylmethyl)sulfanyl]methanimidamide hydrobromideHCID 221709354-(5-Chlorothiophen-2-yl)-2-fluorobenzonitrile

Product 1

HCID 221709074-(5-Chlorothiophen-2-yl)-2-cyclopropylmethylthiobenzonitrileYield 91%

Procedure

0.9 g (4.0 mmol) of 4-(5-chlorothiophen-2-yl)-2-fluorobenzonitrile and 0.9 g (4.3 mmol) of S-cyclopropylmethylisothiourea hydrobromide were allowed to react in the same manner as described above in Example 8 (4), and purification of the crude product by silica gel icolumn chromatography afforded 1.1 g of 4-(5-chlorothiophen-2-yl)-2-cyclopropylmethylthiobenzonitrile (yield 91%) as yellow feathery crystals (m.p. 123-124° C.).

Workup

  1. customto react in the same manner

Sources & evidence

ORD record
ord-3cbd7954f4564b5384156c062acfcfe8
Source dataset
uspto-grants-2005_02
Patent number
US06858639B2

Reaction notes

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