1,2-Dichloroethane → HCID 18616028, compound

HRID 1263412Notes

Reaction equation

HRID 1263412 reaction equation
[CH3:1][NH:2][C:3]1[S:4][C:5]2[CH:11]=[CH:10][C:9]([C:12]([OH:14])=[O:13])=[C:8]([CH3:15])[C:6]=2[N:7]=1.[CH3:16][N:17]1[C:21](O)=[CH:20][CH:19]=[N:18]1.C(#N)C.C(Cl)CCl>CN(C1C=CN=CC=1)C.O.C(N(CC)CC)C>[CH3:1][NH:2][C:3]1[S:4][C:5]2[CH:11]=[CH:10][C:9]([C:12]([O:14][C:21]3[N:17]([CH3:16])[N:18]=[CH:19][CH:20]=3)=[O:13])=[C:8]([CH3:15])[C:6]=2[N:7]=1

Participants

8

Reactant 4

HCID 111,2-DichloroethaneHCID 6342AcetonitrileHCID 186160494-Methyl-2-(methylamino)-1,3-benzothiazole-5-carboxylic acidHCID 178481816HCID 178481816, compound

Product 1

HCID 18616028HCID 18616028, compound

Reagents, catalysts & solvents 3

HCID 142844-(Dimethylamino)pyridineCatalystHCID 962WaterSolventHCID 8471TriethylamineSolvent

Procedure

3.1 g of 2-methylamino-4-methylbenzothiazole-5-carboxylic acid (0.014 mol) and 1.4 g of 1-methyl-5-hydroxypyrazole (0.015 mol) were dissolved in 110 ml of abs. acetonitrile and admixed with 2.67 g of EDC (0.014 mol), 1,2 ml of triethylamine and a catalytic amount of DMAP. After the reaction had ended, the solution was poured into water and the mixture was extracted with ethyl acetate. The organic phase was washed and dried, and the product was then purified by crystallization. Yield: 2.2 g (52%).

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic phase was washed
  3. customdried
  4. customthe product was then purified by crystallization

Sources & evidence

ORD record
ord-293ef6d524064eb3bf4c40e69bbc5979
Source dataset
uspto-grants-2003_04
Patent number
US06541423B1

Reaction notes

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