Hexane → HCID 178502003, compound

HRID 464777Notes

Reaction equation

HRID 464777 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([NH:8][C:9]([O:11][CH3:12])=[O:10])[CH:5]=[C:4]([O:13][S:14]([C:17]2[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=2)(=[O:16])=[O:15])[N:3]=1.ClC1C=CC=C(C(OO)=[O:32])C=1.CCCCCC>CO.C(Cl)Cl>[NH2:1][C:2]1[N+:7]([O-:32])=[C:6]([NH:8][C:9]([O:11][CH3:12])=[O:10])[CH:5]=[C:4]([O:13][S:14]([C:17]2[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=2)(=[O:16])=[O:15])[N:3]=1

Participants

6

Reactant 3

HCID 8058HexaneHCID 70297m-Chloroperbenzoic acid2×HCID 12857764Methyl 2-amino-6-[(p-tolylsulfonyl)oxy]-4-pyrimidinecarbamate

Product 1

HCID 178502003HCID 178502003, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

20.6 g of methyl 2-amino-6-[(p-tolylsulphonyl)oxy]-4-pyrimidinecarbamate are suspended in 120 ml of methanol and 720 ml of methylene chloride. While stirring there are added thereto at room temperature 20.5 g of m-chloroperbenzoic acid and after 6 hours a further 16.3 g of m-chloroperbenzoic acid. The mixture is stirred overnight and subsequently treated with 1.5 l of hexane, whereby a precipitate separates. The precipitate is filtered off under suction and dried, there being obtained crude methyl 2-amino-6-[(p-tolylsulfonyl)oxy]-4-pyrimidinecarbamate-3-oxide of melting point 139°-142°.

Workup

  1. additionare added
  2. stirringThe mixture is stirred overnight
  3. filtrationThe precipitate is filtered off under suction
  4. customdried

Sources & evidence

ORD record
ord-1b08ea11b6154ceda5802aab7b982de4
Source dataset
uspto-grants-1985_10
Patent number
US04549019

Reaction notes

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