Carbendazim → HCID 21489444, compound

HRID 1580108Notes

Reaction equation

HRID 1580108 reaction equation
[Cl:1][C:2](=[C:8]([Cl:10])[Cl:9])[C:3]([N:5]=[C:6]=[O:7])=[O:4].[N:11]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[NH:13][C:12]=1[NH:20][C:21](=[O:24])[O:22][CH3:23]>O1CCCC1.N12CCN(CC1)CC2>[Cl:1][C:2](=[C:8]([Cl:10])[Cl:9])[C:3]([NH:5][C:6]([N:11]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[N:13]=[C:12]1[NH:20][C:21](=[O:24])[O:22][CH3:23])=[O:7])=[O:4]

Participants

5

Reactant 2

HCID 25429CarbendazimHCID 13391839HCID 13391839, compound

Product 1

HCID 21489444HCID 21489444, compoundYield 88.9%

Reagents, catalysts & solvents 2

HCID 9237DabcoCatalystHCID 8028TetrahydrofuranSolvent

Procedure

13.5 g of trichloroacryloyl-isocyanate were added dropwise to 10 g of methyl 2-benzimidazolyl-carbamate and 0.1 g of 1,4-diazabicyclo (2,2,2) octane in 160 ml of tetrahydrofuran and the mixture was stirred for 17 hours at room temperature and was vacuum filtered. The crystals obtained were washed with petroleum ether and dried under reduced pressure to obtain 18.2 g of methyl 1-trichloroacryloylcarbamoyl-2-benzimidazolyl-carbamate as a solid melting at 231°C.

Workup

  1. filtrationfiltered
  2. customThe crystals obtained
  3. washwere washed with petroleum ether
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-73eac7d495564fd5a59af4404d954fdc
Source dataset
uspto-grants-1976_01
Patent number
US03932447

Reaction notes

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