Sodium Azide → 6-(2-Azidoethanoyl)-1,3-dihydrobenzimidazol-2-one

Reaction equation

Cl[CH2:2][C:3]([C:5]1[CH:14]=[CH:13][C:8]2[NH:9][C:10](=[O:12])[NH:11][C:7]=2[CH:6]=1)=[O:4].[N-:15]=[N+:16]=[N-:17].[Na+]>>[N:15]([CH2:2][C:3]([C:5]1[CH:14]=[CH:13][C:8]2[NH:9][C:10](=[O:12])[NH:11][C:7]=2[CH:6]=1)=[O:4])=[N+:16]=[N-:17]

Participants

Reactant 2

HCID 33557Sodium Azide

HCID 24026595-(2-chloroacetyl)-2,3-dihydro-1H-1,3-benzodiazol-2-one

Product 1

HCID 180028086-(2-Azidoethanoyl)-1,3-dihydrobenzimidazol-2-oneYield 93%

Procedure

Treatment of give 5-(2-chloroethanoyl)-1,3-dihydrobenzimidazol-2-one with sodium azide, following the procedure described in Example 6. Step 4, gave 6-(2-azidoethanoyl)-1,3-dihydrobenzimidazol-2-one (5.75 g, 93%):

Sources & evidence

ORD record: ord-d789a114ef5c4e2eb771c17a877bae19
Source dataset: uspto-grants-2003_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06642256B2

Reaction notes

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