4-Nitrobenzenesulfonyl chloride → HCID 59446867, compound

HRID 1746652Notes

Reaction equation

HRID 1746652 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10](Cl)(=[O:12])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].C(N(CC)CC)C.[NH2:21][CH2:22][CH:23]([OH:26])[CH2:24][OH:25]>C(Cl)Cl>[OH:26][CH:23]([CH2:24][OH:25])[CH2:22][NH:21][S:10]([C:7]1[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=1)(=[O:12])=[O:11]

Participants

5

Reactant 3

HCID 74044-Nitrobenzenesulfonyl chlorideHCID 8471TriethylamineHCID 735613-Amino-1,2-propanediol

Product 1

HCID 59446867HCID 59446867, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 4-nitrobenzenesulfonyl chloride (Fluka, 1.00 g; 4.51 mmol) in DCM (20 mL) was treated with triethylamine (1.25 ml; 9.02 mmol) and 3-amino-1,2-propanediol (Aldrich, 518 μA; 6.77 mmol). After 2 hours, the organic solvents were evaporated in vacuo, the residue was taken up in EtOAc and extracted with a saturated NH4Cl solution. The combined organic layers were dried over MgSO4 and evaporated to dryness to give the title compound as a yellow solid.

Workup

  1. customthe organic solvents were evaporated in vacuo
  2. extractionextracted with a saturated NH4Cl solution
  3. dry with materialThe combined organic layers were dried over MgSO4
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-7f0ba829c3c143ac8d332f8ec31d8ae9
Source dataset
uspto-grants-2015_10
Patent number
US09150519B2

Reaction notes

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