Hydrochloric Acid → HCID 14179836, compound

HRID 2232040Notes

Reaction equation

HRID 2232040 reaction equation
[NH2:1][S:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]1[N:15]([CH3:16])[N:14]=[N:13][N:12]=1)(=[O:4])=[O:3].[Cl:17][C:18]1[CH:23]=[C:22]([O:24][CH3:25])[N:21]=[C:20]([NH:26][C:27](=O)[O:28]C2C=CC=CC=2)[N:19]=1.C1CCN2C(=NCCC2)CC1.Cl>C(#N)C>[Cl:17][C:18]1[CH:23]=[C:22]([O:24][CH3:25])[N:21]=[C:20]([NH:26][C:27]([NH:1][S:2]([C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=2[C:11]2[N:15]([CH3:16])[N:14]=[N:13][N:12]=2)(=[O:3])=[O:4])=[O:28])[N:19]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 14179829HCID 14179829, compoundHCID 14255700HCID 14255700, compound

Product 1

HCID 14179836HCID 14179836, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To 0.48 g of 5-(2-aminosulfonylphenyl)-1-methyl-1H-tetrazole and 0.56 g of phenyl N-(4-chloro-6-methoxypyrimidine-2-yl)carbamate in 20 mL of dry acetonitrile at ambient temperature was added, with stirring, 0.3 mL of DBU. After stirring 16 hours the mixture was then poured into 25 g of ice followed by the addition of 10 mL of 2N hydrochloric acid. The precipitate thus formed was removed by filtration, washed with water and dried to yield 0.74 g of the desired product, m.p. 225°-227° C.

Workup

  1. stirringAfter stirring 16 hours the mixture
  2. customThe precipitate thus formed
  3. customwas removed by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-8d65992632474745a84007f71605ed85
Source dataset
uspto-grants-1988_11
Patent number
US04786311

Reaction notes

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