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Dichloromethane → HCID 13097388, compound

HRID 1164187
Notes
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Reaction equation

HRID 1164187 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10]([N:13]=[C:14]=[O:15])(=[O:12])=[O:11])=[CH2:3].C(Cl)Cl.[NH2:19][C:20]1[N:25]=[C:24]([CH3:26])[CH:23]=[C:22]([CH3:27])[N:21]=1.C1N2CCN(CC2)C1>>[CH3:27][C:22]1[CH:23]=[C:24]([CH3:26])[N:25]=[C:20]([NH:19][C:14]([NH:13][S:10]([C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:2]([CH3:1])=[CH2:3])(=[O:12])=[O:11])=[O:15])[N:21]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 4

HCID 6344DichloromethaneHCID 9237DabcoHCID 130212-Amino-4,6-dimethyl pyrimidineHCID 20218272HCID 20218272, compound

Product 1

HCID 13097388HCID 13097388, compound

Procedure

A solution of 2-(1-methylethenyl)benzenesulfonyl isocyanate in methylene chloride (0.9 g, 4 mmol active ingredient) was added via syringe to a nitrogen purged flask containing a 2-amino-4,6-dimethylpyrimidine and a trace (ca. 10 mg) of DABCO. The mixture was heated to reflux for 3 hours then stirred at room temperature overnight. Evaporation of the mixture left a semi-solid residue that was triturated with ether and filtered. In this manner 0.95 g of the title compound was obtained, m.p. 177°-183°.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 3 hours
  3. customEvaporation of the mixture
  4. waitleft a semi-solid residue that
  5. customwas triturated with ether
  6. filtrationfiltered

Sources & evidence

ORD record
ord-0a6be1bac02042dc90bce7c26fd9e110
Source dataset
uspto-grants-1983_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04368069

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes