Phosphorus oxychloride → 1H-Benzimidazole, 2-chloro-7-iodo-5-(trifluoromethyl)-

HRID 730773Notes

Reaction equation

[I:1][C:2]1[C:10]2[NH:9][C:8](=O)[NH:7][C:6]=2[CH:5]=[C:4]([C:12]([F:15])([F:14])[F:13])[CH:3]=1.O=P(Cl)(Cl)[Cl:18]>>[Cl:18][C:8]1[NH:7][C:6]2[CH:5]=[C:4]([C:12]([F:15])([F:14])[F:13])[CH:3]=[C:2]([I:1])[C:10]=2[N:9]=1

Participants

Reactant 2

HCID 24813Phosphorus oxychloride

HCID 674011774-Iodo-6-(trifluoromethyl)-1,3-dihydro-2H-benzimidazol-2-one

Product 1

HCID 674014061H-Benzimidazole, 2-chloro-7-iodo-5-(trifluoromethyl)-

Procedure

4-Iodo-6-(trifluoromethyl)-1,3-dihydro-2H-benzimidazol-2-one (328 mg, 1 mmol) reacted with POCl3 under the conditions of Example 1c to give the title compound as a off-white solid. MS (ESI, pos. ion) m/z: 347(M+1).

Sources & evidence

ORD record: ord-c592857dda02446fa798c02e9d3a851a
Source dataset: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07582761B2

Reaction notes

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