Butyl Chloride → HCID 13103326, compound

HRID 1701807Notes

Reaction equation

HRID 1701807 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([CH3:8])[CH:5]=[C:4]([CH3:9])[N:3]=1.[C:10]1([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:11]([S:16]([N:19]=[C:20]=[O:21])(=[O:18])=[O:17])=[CH:12][CH:13]=[CH:14][CH:15]=1.ClCCCC.N1C=CC=NC=1>C(#N)C>[CH3:9][C:4]1[CH:5]=[C:6]([CH3:8])[N:7]=[C:2]([NH:1][C:20]([NH:19][S:16]([C:11]2[C:10]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[CH:15][CH:14]=[CH:13][CH:12]=2)(=[O:18])=[O:17])=[O:21])[N:3]=1

Participants

6

Reactant 4

HCID 8005Butyl ChlorideHCID 9260PyrimidineHCID 130212-Amino-4,6-dimethyl pyrimidineHCID 131033202-Biphenylylsulfonylisocyanate

Product 1

HCID 13103326HCID 13103326, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a suspension of 1.2 g of 2-amino-4,6-dimethylpyrimidine in 25 ml of acetonitrile was added 2.6 g of 1,1'-biphenyl-2-sulfonyl isocyanate with stirring at ambient temperature. After stirring for 2 hours, the mixture was filtered and the filtrate concentrated in vacuum. The residue thus obtained, after trituration with chlorobutane, melted at 78° with gas evolution. It showed peaks in the nuclear magnetic resonance spectrum (60 MHz) at δ 2.2, (singlet, CH3); δ 6.56, (singlet, CH of pyrimidine) and at δ 6.8-7.9, (multiplet, phenyl hydrogens) in a ratio of 6:1:9, consistent with the desired structure.

Workup

  1. stirringAfter stirring for 2 hours
  2. filtrationthe mixture was filtered
  3. concentrationthe filtrate concentrated in vacuum
  4. customThe residue thus obtained

Sources & evidence

ORD record
ord-e025f97b54c94fd19c3757856bdb3e07
Source dataset
uspto-grants-1983_04
Patent number
US04378991

Reaction notes

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