Hydrochloric Acid → HCID 19092748, compound

HRID 487674Notes

Reaction equation

HRID 487674 reaction equation
[C:1]([CH2:3][O:4][C:5]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][C:6]=1[CH:7]=O)#[N:2].[SH2:15].[Na].Cl>CN(C)C=O>[CH3:14][O:13][C:10]1[CH:11]=[CH:12][C:5]2[O:4][C:3]([C:1](=[S:15])[NH2:2])=[CH:7][C:6]=2[CH:9]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3799557HCID 3799557, compoundHCID 86586439Sodium hydrogen sulphide

Product 1

HCID 19092748HCID 19092748, compoundYield 89.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 2-cyanomethoxy-5-methoxybenzaldehyde (420.0 g) in N,N-dimethylformamide (2.1 l), sodium hydrogen sulfide (281.5 g) was added over 16 minutes and stirred for 3 hours and 20 minutes below 8° C. After being stirred for 1 hour at 40° to 47° C., the mixture was poured into ice-water (10.5 l) with stirring. The resulting mixture was neutralized with 6N-aqueous hydrochloric acid and further stirred for 30 minutes. The resulting precipitates were collected by filtration, washed with water (1 l×5 times) and dried at 50° C. under reduced pressure to give 5-methoxy-2-benzofurancarbothioamide (408.2 g).

Workup

  1. stirringAfter being stirred for 1 hour at 40° to 47° C.
  2. stirringwith stirring
  3. stirringfurther stirred for 30 minutes
  4. customThe resulting precipitates
  5. filtrationwere collected by filtration
  6. washwashed with water (1 l×5 times)
  7. customdried at 50° C. under reduced pressure

Sources & evidence

ORD record
ord-a2613afe0d74401a9a1312b16f6b660d
Source dataset
uspto-grants-1994_03
Patent number
US05296495

Reaction notes

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