Sulfuric Acid → 2-[[(2,3-Difluorophenyl)methyl]thio]-4,5,6-pyrimidinetriamine

HRID 497729Notes

Reaction equation

HRID 497729 reaction equation
[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:9][S:10][C:11]1[N:16]=[C:15]([NH2:17])[C:14]([N:18]=O)=[C:13]([NH2:20])[N:12]=1.[O-]S(S([O-])=O)=O.[Na+].[Na+].S(=O)(=O)(O)O>O>[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:9][S:10][C:11]1[N:12]=[C:13]([NH2:20])[C:14]([NH2:18])=[C:15]([NH2:17])[N:16]=1

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 24489Sodium DithioniteHCID 222884992-[[(2,3-Difluorophenyl)methyl]thio]-5-nitroso4,6-pyrimidinediamine

Product 1

HCID 222885032-[[(2,3-Difluorophenyl)methyl]thio]-4,5,6-pyrimidinetriamine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

To a suspension of the product of example 2, step (b) (2 g) in boiling water (40 ml) was added Na2S2O4 (5.4 g) portion-wise. The suspension was allowed to cool and then 50% sulphuric acid was added slowly and then the mixture was cooled to 0° C. The solid was isolated by filtration and washed with cold water, then dried over P2O5 at 50° C. to give the sub-titled product as a yellow solid.

Workup

  1. temperatureto cool
  2. customThe solid was isolated by filtration
  3. washwashed with cold water
  4. dry with materialdried over P2O5 at 50° C.

Sources & evidence

ORD record
ord-8a7cddecffc148e591714a64a355a7d4
Source dataset
uspto-grants-2005_09
Patent number
US06949643B2

Reaction notes

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