6-Cyano-4,7-difluorobenzo[d]thiazole-2-thiolate potassium salt → 4,7-Difluoro-2-(methylthio)benzo[d]thiazole-6-carbonitrile

HRID 1848200Notes

Reaction equation

HRID 1848200 reaction equation
[K+].[C:2]([C:4]1[CH:13]=[C:12]([F:14])[C:7]2[N:8]=[C:9]([S-:11])[S:10][C:6]=2[C:5]=1[F:15])#[N:3].[K].S[C:18]1SC2C(N=1)=NC=C(C(OCC)=O)C=2>>[F:14][C:12]1[C:7]2[N:8]=[C:9]([S:11][CH3:18])[S:10][C:6]=2[C:5]([F:15])=[C:4]([C:2]#[N:3])[CH:13]=1

Participants

3

Reactant 2

HCID 866811736-Cyano-4,7-difluorobenzo[d]thiazole-2-thiolate potassium saltHCID 178469699HCID 178469699, compound

Product 1

HCID 866811724,7-Difluoro-2-(methylthio)benzo[d]thiazole-6-carbonitrile

Procedure

4,7-Difluoro-2-(methylthio)benzo[d]thiazole-6-carbonitrile was synthesized as a yellow solid (1.0 g, 37%) using a procedure analogous to that described in Step 2 of Example 114, substituting 6-cyano-4,7-difluorobenzo[d]thiazole-2-thiolate potassium salt from the previous step for ethyl 2-mercaptothiazolo[4,5-b]pyridine-6-carboxylate potassium salt used in Example 114. 1H NMR (500 MHz, DMSO-d6) δ 8.04 (m, 1H), 2.88 (s, 3H); LCMS (ESI) m/z 243 (M+H)+.

Sources & evidence

ORD record
ord-beacd2b6414a42b7b26f19edd1c63a04
Source dataset
uspto-grants-2015_02
Patent number
US08952058B2

Reaction notes

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