Phosphorus oxychloride → 2,6-dichloro-5-methyl-1H-1,3-benzodiazole

HRID 912862Notes

Reaction equation

[Cl:1][C:2]1[C:11]([CH3:12])=[CH:10][C:5]2[NH:6][C:7](=O)[NH:8][C:4]=2[CH:3]=1.O=P(Cl)(Cl)[Cl:15]>>[Cl:15][C:7]1[NH:6][C:5]2[CH:10]=[C:11]([CH3:12])[C:2]([Cl:1])=[CH:3][C:4]=2[N:8]=1

Participants

Reactant 2

HCID 24813Phosphorus oxychloride

HCID 450778215-Chloro-6-methyl-1H-benzo[d]imidazol-2(3H)-one

Product 1

HCID 670339402,6-dichloro-5-methyl-1H-1,3-benzodiazole

Procedure

The benzimidazol-2-one from step (a) above (10.6 g, 58 mmol) reacted with POCl3 under the conditions of Example 1c to give the title compound as a brown solid. MS (ESI, pos. ion) m/z: 201.3 (M+1).

Sources & evidence

ORD record: ord-32476d10d92b4580b858cdd88da3f1c2
Source dataset: uspto-grants-2011_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08026241B2

Reaction notes

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